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CHC · 2025 transactions
Data through 2026-10-03
| Date | Player | Type | Detail |
|---|---|---|---|
| Dec 31 | Christian Bethancourt | Status Change | 1B Christian Bethancourt roster status changed by Chicago Cubs. |
| Dec 31 | Christian Bethancourt | Signed as Free Agent | Chicago Cubs signed free agent 1B Christian Bethancourt to a minor league contract. |
| Dec 31 | Hunter Harvey | Signed as Free Agent | Chicago Cubs signed free agent RHP Hunter Harvey. |
| Dec 25 | Jeff Brigham | Signed as Free Agent | Chicago Cubs signed free agent RHP Jeff Brigham to a minor league contract. |
| Dec 23 | Jacob Webb | Signed as Free Agent | Chicago Cubs signed free agent RHP Jacob Webb. |
| Dec 18 | Tyler Austin | Signed as Free Agent | Chicago Cubs signed free agent 1B Tyler Austin. |
| Dec 17 | Caleb Thielbar | Signed as Free Agent | Chicago Cubs signed free agent LHP Caleb Thielbar. |
| Dec 16 | Hoby Milner | Signed as Free Agent | Chicago Cubs signed free agent LHP Hoby Milner. |
| Dec 15 | Fenuel James | Signed as Free Agent | Chicago Cubs signed free agent LHP Fenuel James to a minor league contract. |
| Dec 15 | Esmerbin Guerrero | Signed as Free Agent | Chicago Cubs signed free agent RHP Esmerbin Guerrero to a minor league contract. |
| Dec 14 | Emill Olivo | Signed as Free Agent | Chicago Cubs signed free agent Emill Olivo to a minor league contract. |
| Dec 14 | Johan Gomez | Signed as Free Agent | Chicago Cubs signed free agent C Johan Gomez to a minor league contract. |
| Dec 14 | Ruben Torres | Signed as Free Agent | Chicago Cubs signed free agent RHP Ruben Torres to a minor league contract. |
| Dec 12 | Collin Snider | Status Change | RHP Collin Snider roster status changed by Chicago Cubs. |
| Dec 12 | Bryant Ciriaco | Signed as Free Agent | Chicago Cubs signed free agent IF Bryant Ciriaco to a minor league contract. |
| Dec 12 | Collin Snider | Signed as Free Agent | Chicago Cubs signed free agent RHP Collin Snider to a minor league contract. |
| Dec 10 | Devin Ortiz | Rule 5 Draft Minors | Chicago Cubs purchased contract of 3B Devin Ortiz in the Rule 5 Draft, AAA Phase. |
| Dec 10 | Zane Mills | Rule 5 Draft Minors | Chicago Cubs purchased contract of RHP Zane Mills in the Rule 5 Draft, AAA Phase. |
| Dec 10 | Adam Stone | Rule 5 Draft Minors | Chicago Cubs purchased contract of RHP Adam Stone in the Rule 5 Draft, AAA Phase. |
| Dec 4 | — | Trade | Chicago Cubs traded RHP Nico Zeglin to Houston Astros for cash. |
| Dec 1 | Sam Mettert | Signed as Free Agent | Chicago Cubs signed free agent RHP Sam Mettert to a minor league contract. |
| Nov 25 | Phil Maton | Signed as Free Agent | Chicago Cubs signed free agent RHP Phil Maton. |
| Nov 21 | Eli Morgan | Declared Free Agency | RHP Eli Morgan elected free agency. |
| Nov 21 | Reese McGuire | Declared Free Agency | C Reese McGuire elected free agency. |
| Nov 18 | Scott Kingery | Status Change | 2B Scott Kingery roster status changed by Chicago Cubs. |
| Nov 18 | Scott Kingery | Signed as Free Agent | Chicago Cubs signed free agent 2B Scott Kingery to a minor league contract. |
| Nov 18 | Jace Beck | Signed as Free Agent | Chicago Cubs signed free agent RHP Jace Beck to a minor league contract. |
| Nov 18 | Shota Imanaga | Signed as Free Agent | Chicago Cubs signed free agent LHP Shota Imanaga. |
| Nov 18 | James Triantos | Selected | Chicago Cubs selected the contract of 2B James Triantos from Iowa Cubs. |
| Nov 18 | Pedro Ramírez | Selected | Chicago Cubs selected the contract of 2B Pedro Ramirez from Knoxville Smokies. |
| Nov 18 | Riley Martin | Selected | Chicago Cubs selected the contract of LHP Riley Martin from Iowa Cubs. |
| Nov 10 | Sergio Patino | Signed as Free Agent | Chicago Cubs signed free agent C Sergio Patino to a minor league contract. |
| Nov 10 | Luis Palencia | Signed as Free Agent | Chicago Cubs signed free agent 2B Luis Palencia to a minor league contract. |
| Nov 10 | Dylan Guzman | Signed as Free Agent | Chicago Cubs signed free agent SS Dylan Guzman to a minor league contract. |
| Nov 10 | Juan De Jesus | Signed as Free Agent | Chicago Cubs signed free agent OF Juan De Jesus to a minor league contract. |
| Nov 6 | Justin Steele | Status Change | Chicago Cubs activated LHP Justin Steele from the 60-day injured list. |
| Nov 6 | Justin Turner | Declared Free Agency | 1B Justin Turner elected free agency. |
| Nov 4 | Shota Imanaga | Declared Free Agency | LHP Shota Imanaga elected free agency. |
| Nov 4 | — | Trade | Chicago Cubs traded RHP Andrew Kittredge to Baltimore Orioles for cash. |
| Nov 2 | Michael Soroka | Declared Free Agency | RHP Michael Soroka elected free agency. |
| Nov 2 | Kyle Tucker | Declared Free Agency | RF Kyle Tucker elected free agency. |
| Nov 2 | Caleb Thielbar | Declared Free Agency | LHP Caleb Thielbar elected free agency. |
| Nov 2 | Carlos Santana | Declared Free Agency | 1B Carlos Santana elected free agency. |
| Nov 2 | Taylor Rogers | Declared Free Agency | LHP Taylor Rogers elected free agency. |
| Nov 2 | Drew Pomeranz | Declared Free Agency | LHP Drew Pomeranz elected free agency. |
| Nov 2 | Brad Keller | Declared Free Agency | RHP Brad Keller elected free agency. |
| Nov 2 | Aaron Civale | Declared Free Agency | RHP Aaron Civale elected free agency. |
| Nov 2 | Willi Castro | Declared Free Agency | LF Willi Castro elected free agency. |
| Nov 2 | Ryan Brasier | Declared Free Agency | RHP Ryan Brasier elected free agency. |
| Oct 31 | Jose Gonzalez | Signed as Free Agent | Chicago Cubs signed free agent RHP Jose Gonzalez to a minor league contract. |
| Oct 12 | Jordan Wicks | Status Change | Chicago Cubs activated LHP Jordan Wicks. |
| Oct 12 | Owen Caissie | Status Change | Chicago Cubs activated RF Owen Caissie. |
| Oct 12 | Gavin Hollowell | Status Change | Chicago Cubs activated RHP Gavin Hollowell. |
| Oct 12 | Porter Hodge | Status Change | Chicago Cubs activated RHP Porter Hodge. |
| Oct 12 | Cade Horton | Status Change | Chicago Cubs activated RHP Cade Horton. |
| Oct 12 | Eli Morgan | Status Change | Chicago Cubs activated RHP Eli Morgan. |
| Oct 12 | Luke Little | Status Change | Chicago Cubs activated LHP Luke Little. |
| Oct 12 | Carlos Santana | Status Change | Chicago Cubs activated 1B Carlos Santana. |
| Oct 12 | Taylor Rogers | Status Change | Chicago Cubs activated LHP Taylor Rogers. |
| Oct 12 | Jack Neely | Status Change | Chicago Cubs activated RHP Jack Neely. |
| Oct 12 | Ethan Roberts | Status Change | Chicago Cubs activated RHP Ethan Roberts. |
| Oct 12 | Ryan Brasier | Status Change | Chicago Cubs activated RHP Ryan Brasier. |
| Oct 12 | Javier Assad | Status Change | Chicago Cubs activated RHP Javier Assad. |
| Oct 12 | Miguel Amaya | Status Change | Chicago Cubs activated C Miguel Amaya. |
| Oct 4 | Taylor Rogers | Status Change | LHP Taylor Rogers roster status changed by Chicago Cubs. |
| Oct 4 | Ben Brown | Recalled | Chicago Cubs recalled RHP Ben Brown from Iowa Cubs. |
| Sep 30 | Carlos Santana | Status Change | 1B Carlos Santana roster status changed by Chicago Cubs. |
| Sep 30 | Owen Caissie | Status Change | RF Owen Caissie roster status changed by Chicago Cubs. |
| Sep 30 | Miguel Amaya | Status Change | C Miguel Amaya roster status changed by Chicago Cubs. |
| Sep 30 | Jordan Wicks | Status Change | LHP Jordan Wicks roster status changed by Chicago Cubs. |
| Sep 30 | Ethan Roberts | Status Change | RHP Ethan Roberts roster status changed by Chicago Cubs. |
| Sep 30 | Jack Neely | Status Change | RHP Jack Neely roster status changed by Chicago Cubs. |
| Sep 30 | Eli Morgan | Status Change | RHP Eli Morgan roster status changed by Chicago Cubs. |
| Sep 30 | Luke Little | Status Change | LHP Luke Little roster status changed by Chicago Cubs. |
| Sep 30 | Cade Horton | Status Change | RHP Cade Horton roster status changed by Chicago Cubs. |
| Sep 30 | Gavin Hollowell | Status Change | RHP Gavin Hollowell roster status changed by Chicago Cubs. |
| Sep 30 | Porter Hodge | Status Change | RHP Porter Hodge roster status changed by Chicago Cubs. |
| Sep 30 | Ryan Brasier | Status Change | RHP Ryan Brasier roster status changed by Chicago Cubs. |
| Sep 30 | Javier Assad | Status Change | RHP Javier Assad roster status changed by Chicago Cubs. |
| Sep 29 | Carlos Santana | Recalled | Chicago Cubs recalled 1B Carlos Santana from ACL Cubs. |
| Sep 29 | Ethan Roberts | Recalled | Chicago Cubs recalled RHP Ethan Roberts from Iowa Cubs. |
| Sep 29 | Jack Neely | Recalled | Chicago Cubs recalled RHP Jack Neely from Iowa Cubs. |
| Sep 29 | Eli Morgan | Recalled | Chicago Cubs recalled RHP Eli Morgan from Iowa Cubs. |
| Sep 29 | Luke Little | Recalled | Chicago Cubs recalled LHP Luke Little from Iowa Cubs. |
| Sep 29 | Gavin Hollowell | Recalled | Chicago Cubs recalled RHP Gavin Hollowell from Iowa Cubs. |
| Sep 29 | Porter Hodge | Recalled | Chicago Cubs recalled RHP Porter Hodge from Iowa Cubs. |
| Sep 29 | Cade Horton | Status Change | Chicago Cubs activated RHP Cade Horton from the 15-day injured list. |
| Sep 29 | Ryan Brasier | Status Change | Chicago Cubs activated RHP Ryan Brasier from the 15-day injured list. |
| Sep 29 | Owen Caissie | Status Change | Chicago Cubs activated RF Owen Caissie from the 7-day injured list. |
| Sep 29 | Miguel Amaya | Status Change | Chicago Cubs activated C Miguel Amaya from the 10-day injured list. |
| Sep 27 | Jordan Wicks | Recalled | Chicago Cubs recalled LHP Jordan Wicks from ACL Cubs. |
| Sep 27 | Cade Horton | Status Change | Chicago Cubs placed RHP Cade Horton on the 15-day injured list retroactive to September 25, 2025. Right rib fracture. |
| Sep 26 | Carlos Santana | Optioned | Chicago Cubs optioned 1B Carlos Santana to ACL Cubs. |
| Sep 26 | Kyle Tucker | Status Change | Chicago Cubs activated RF Kyle Tucker from the 10-day injured list. |
| Sep 24 | Jordan Wicks | Optioned | Chicago Cubs optioned LHP Jordan Wicks to ACL Cubs. |
| Sep 24 | Daniel Palencia | Status Change | Chicago Cubs activated RHP Daniel Palencia from the 15-day injured list. |
| Sep 21 | Nate Pearson | Released | Chicago Cubs released RHP Nate Pearson. |
| Sep 20 | Nate Pearson | Designated for Assignment | Chicago Cubs designated RHP Nate Pearson for assignment. |
| Sep 20 | Eli Morgan | Optioned | Chicago Cubs optioned RHP Eli Morgan to Iowa Cubs. |
| Sep 20 | Eli Morgan | Status Change | Chicago Cubs activated RHP Eli Morgan from the 60-day injured list. |
| Sep 20 | Daniel Palencia | Assigned | Chicago Cubs sent RHP Daniel Palencia on a rehab assignment to Iowa Cubs. |
| Sep 20 | Jordan Wicks | Recalled | Chicago Cubs recalled LHP Jordan Wicks from Iowa Cubs. |
| Sep 20 | Porter Hodge | Optioned | Chicago Cubs optioned RHP Porter Hodge to Iowa Cubs. |
| Sep 16 | Miguel Amaya | Assigned | Chicago Cubs sent C Miguel Amaya on a rehab assignment to Iowa Cubs. |
| Sep 16 | Justin Turner | Number Change | 1B Justin Turner changed number to 3. |
| Sep 16 | Willi Castro | Number Change | LF Willi Castro changed number to 1. |
| Sep 15 | Willi Castro | Number Change | LF Willi Castro changed number to 21. |
| Sep 15 | Justin Turner | Number Change | 1B Justin Turner changed number to 21. |
| Sep 15 | Ben Brown | Optioned | Chicago Cubs optioned RHP Ben Brown to Iowa Cubs. |
| Sep 15 | Michael Soroka | Status Change | Chicago Cubs activated RHP Michael Soroka from the 15-day injured list. |
| Sep 14 | Kevin Alcántara | Status Change | Chicago Cubs activated RF Kevin Alcántara. |
| Sep 14 | Kevin Alcántara | Recalled | Chicago Cubs recalled RF Kevin Alcántara from Iowa Cubs. |
| Sep 13 | Owen Caissie | Status Change | Chicago Cubs placed RF Owen Caissie on the 7-day injured list. Convussion. |
| Sep 13 | Kevin Alcántara | Optioned | Chicago Cubs optioned RF Kevin Alcántara to Iowa Cubs. |
| Sep 13 | Owen Caissie | Recalled | Chicago Cubs recalled RF Owen Caissie from Iowa Cubs. |
| Sep 13 | Anthony Rizzo | Retired | 1B Anthony Rizzo retired. |
| Sep 11 | Michael Soroka | Assigned | Chicago Cubs sent RHP Michael Soroka on a rehab assignment to Iowa Cubs. |
| Sep 10 | Jameson Taillon | Status Change | Chicago Cubs activated RHP Jameson Taillon from the 15-day injured list. |
| Sep 10 | Ethan Roberts | Optioned | Chicago Cubs optioned RHP Ethan Roberts to Iowa Cubs. |
| Sep 9 | Moisés Ballesteros | Recalled | Chicago Cubs recalled C Moisés Ballesteros from Iowa Cubs. |
| Sep 9 | Kyle Tucker | Status Change | Chicago Cubs placed RF Kyle Tucker on the 10-day injured list retroactive to September 6, 2025. Left calf strain. |
| Sep 8 | Daniel Palencia | Status Change | Chicago Cubs placed RHP Daniel Palencia on the 15-day injured list. Right shoulder strain. |
| Sep 8 | Ethan Roberts | Recalled | Chicago Cubs recalled RHP Ethan Roberts from Iowa Cubs. |
| Sep 5 | Ryan Brasier | Assigned | Chicago Cubs sent RHP Ryan Brasier on a rehab assignment to Iowa Cubs. |
| Sep 5 | Ryan Brasier | Assigned | Chicago Cubs sent RHP Ryan Brasier on a rehab assignment to Iowa Cubs. |
| Sep 4 | Jameson Taillon | Assigned | Chicago Cubs sent RHP Jameson Taillon on a rehab assignment to Iowa Cubs. |
| Sep 3 | Tom Cosgrove | Outrighted | Chicago Cubs sent LHP Tom Cosgrove outright to Iowa Cubs. |
| Sep 3 | Ben Cowles | Claimed Off Waivers | Chicago White Sox claimed 3B Ben Cowles off waivers from Chicago Cubs. |
| Sep 1 | Joe Ross | Signed as Free Agent | Chicago Cubs signed free agent RHP Joe Ross to a minor league contract. |
| Sep 1 | Aaron Civale | Status Change | Chicago Cubs activated RHP Aaron Civale. |
| Sep 1 | Michael Soroka | Number Change | RHP Michael Soroka changed number to 99. |
| Sep 1 | Owen Caissie | Optioned | Chicago Cubs optioned RF Owen Caissie to Iowa Cubs. |
| Sep 1 | Kevin Alcántara | Recalled | Chicago Cubs recalled RF Kevin Alcántara from Iowa Cubs. |
| Sep 1 | Ben Cowles | Designated for Assignment | Chicago Cubs designated 3B Ben Cowles for assignment. |
| Sep 1 | Carlos Santana | Signed as Free Agent | Chicago Cubs signed free agent 1B Carlos Santana. |
| Aug 31 | Billy Hamilton | Signed as Free Agent | Chicago Cubs signed free agent CF Billy Hamilton to a minor league contract. |
| Aug 31 | Tom Cosgrove | Designated for Assignment | Chicago Cubs designated LHP Tom Cosgrove for assignment. |
| Aug 31 | Aaron Civale | Claimed Off Waivers | Chicago Cubs claimed RHP Aaron Civale off waivers from Chicago White Sox. |
| Aug 31 | Jordan Wicks | Optioned | Chicago Cubs optioned LHP Jordan Wicks to Iowa Cubs. |
| Aug 31 | Porter Hodge | Recalled | Chicago Cubs recalled RHP Porter Hodge from Iowa Cubs. |
| Aug 28 | Jameson Taillon | Status Change | Chicago Cubs placed RHP Jameson Taillon on the 15-day injured list retroactive to August 25, 2025. Left groin strain. |
| Aug 28 | Javier Assad | Recalled | Chicago Cubs recalled RHP Javier Assad from Iowa Cubs. |
| Aug 27 | Eli Morgan | Assigned | Chicago Cubs sent RHP Eli Morgan on a rehab assignment to Iowa Cubs. |
| Aug 26 | Austin Gomber | Signed as Free Agent | Chicago Cubs signed free agent LHP Austin Gomber to a minor league contract. |
| Aug 25 | Lazaro Mena | Signed as Free Agent | Chicago Cubs signed free agent LHP Lazaro Mena to a minor league contract. |
| Aug 23 | Javier Assad | Optioned | Chicago Cubs optioned RHP Javier Assad to Iowa Cubs. |
| Aug 23 | Jordan Wicks | Recalled | Chicago Cubs recalled LHP Jordan Wicks from Iowa Cubs. |
| Aug 22 | Javier Assad | Recalled | Chicago Cubs recalled RHP Javier Assad from Iowa Cubs. |
| Aug 22 | Ryan Brasier | Status Change | Chicago Cubs placed RHP Ryan Brasier on the 15-day injured list. Left groin strain. |
| Aug 20 | Eli Morgan | Assigned | Chicago Cubs sent RHP Eli Morgan on a rehab assignment to South Bend Cubs. |
| Aug 20 | Eli Morgan | Assigned | Chicago Cubs sent RHP Eli Morgan on a rehab assignment to South Bend Cubs. |
| Aug 19 | Jameson Taillon | Status Change | Chicago Cubs activated RHP Jameson Taillon from the 15-day injured list. |
| Aug 19 | Tom Cosgrove | Optioned | Chicago Cubs optioned LHP Tom Cosgrove to Iowa Cubs. |
| Aug 19 | Gavin Hollowell | Optioned | Chicago Cubs optioned RHP Gavin Hollowell to Iowa Cubs. |
| Aug 19 | Luke Little | Optioned | Chicago Cubs optioned LHP Luke Little to Iowa Cubs. |
| Aug 19 | Tom Cosgrove | Recalled | Chicago Cubs recalled LHP Tom Cosgrove from Iowa Cubs. |
| Aug 18 | Javier Assad | Optioned | Chicago Cubs optioned RHP Javier Assad to Iowa Cubs. |
| Aug 18 | Gavin Hollowell | Recalled | Chicago Cubs recalled RHP Gavin Hollowell from Iowa Cubs. |
| Aug 18 | Luke Little | Recalled | Chicago Cubs recalled LHP Luke Little from Iowa Cubs. |
| Aug 14 | Owen Caissie | Recalled | Chicago Cubs recalled RF Owen Caissie from Iowa Cubs. |
| Aug 14 | Miguel Amaya | Status Change | Chicago Cubs placed C Miguel Amaya on the 10-day injured list. Left ankle sprain. |
| Aug 13 | Jon Berti | Released | Chicago Cubs released 3B Jon Berti. |
| Aug 12 | Nate Pearson | Optioned | Chicago Cubs optioned RHP Nate Pearson to Iowa Cubs. |
| Aug 12 | Jon Berti | Designated for Assignment | Chicago Cubs designated 3B Jon Berti for assignment. |
| Aug 12 | Javier Assad | Status Change | Chicago Cubs activated RHP Javier Assad from the 60-day injured list. |
| Aug 12 | Miguel Amaya | Status Change | Chicago Cubs activated C Miguel Amaya from the 60-day injured list. |
| Aug 11 | Nate Pearson | Optioned | Chicago Cubs optioned RHP Nate Pearson to Iowa Cubs. |
| Aug 9 | Nicky Lopez | Assigned | 3B Nicky Lopez assigned to Chicago Cubs. |
| Aug 8 | Forrest Wall | Signed as Free Agent | Chicago Cubs signed free agent LF Forrest Wall to a minor league contract. |
| Aug 7 | Forrest Wall | Signed as Free Agent | Chicago Cubs signed free agent LF Forrest Wall to a minor league contract. |
| Aug 5 | Nate Pearson | Recalled | Chicago Cubs recalled RHP Nate Pearson from Iowa Cubs. |
| Aug 5 | Michael Soroka | Status Change | Chicago Cubs placed RHP Michael Soroka on the 15-day injured list. Right shoulder strain. |
| Aug 5 | Brooks Kriske | Claimed Off Waivers | Minnesota Twins claimed RHP Brooks Kriske off waivers from Chicago Cubs. |
| Aug 3 | Chris Flexen | Released | Chicago Cubs released RHP Chris Flexen. |
| Aug 3 | Vidal Bruján | Claimed Off Waivers | Baltimore Orioles claimed 3B Vidal Bruján off waivers from Chicago Cubs. |
| Aug 3 | Jameson Taillon | Assigned | Chicago Cubs sent RHP Jameson Taillon on a rehab assignment to Iowa Cubs. |
| Aug 3 | Justin Turner | Number Change | 1B Justin Turner changed number to 3. |
| Aug 3 | Kyle Tucker | Number Change | RF Kyle Tucker changed number to 30. |
| Aug 3 | Caleb Thielbar | Number Change | LHP Caleb Thielbar changed number to 24. |
| Aug 3 | Dansby Swanson | Number Change | SS Dansby Swanson changed number to 7. |
| Aug 3 | Seiya Suzuki | Number Change | RF Seiya Suzuki changed number to 27. |
| Aug 3 | Michael Soroka | Number Change | RHP Michael Soroka changed number to 41. |
| Aug 3 | Matt Shaw | Number Change | 3B Matt Shaw changed number to 6. |
| Aug 3 | Taylor Rogers | Number Change | LHP Taylor Rogers changed number to 17. |
| Aug 3 | Colin Rea | Number Change | RHP Colin Rea changed number to 53. |
| Aug 3 | Drew Pomeranz | Number Change | LHP Drew Pomeranz changed number to 45. |
| Aug 3 | Daniel Palencia | Number Change | RHP Daniel Palencia changed number to 48. |
| Aug 3 | Reese McGuire | Number Change | C Reese McGuire changed number to 20. |
| Aug 3 | Andrew Kittredge | Number Change | RHP Andrew Kittredge changed number to 59. |
| Aug 3 | Carson Kelly | Number Change | C Carson Kelly changed number to 15. |
| Aug 3 | Brad Keller | Number Change | RHP Brad Keller changed number to 40. |
| Aug 3 | Shota Imanaga | Number Change | LHP Shota Imanaga changed number to 18. |
| Aug 3 | Cade Horton | Number Change | RHP Cade Horton changed number to 22. |
| Aug 3 | Nico Hoerner | Number Change | 2B Nico Hoerner changed number to 2. |
| Aug 3 | Ian Happ | Number Change | LF Ian Happ changed number to 8. |
| Aug 3 | Pete Crow-Armstrong | Number Change | CF Pete Crow-Armstrong changed number to 4. |
| Aug 3 | Willi Castro | Number Change | LF Willi Castro changed number to 1. |
| Aug 3 | Michael Busch | Number Change | 1B Michael Busch changed number to 29. |
| Aug 3 | Ben Brown | Number Change | RHP Ben Brown changed number to 32. |
| Aug 3 | Ryan Brasier | Number Change | RHP Ryan Brasier changed number to 54. |
| Aug 3 | Matthew Boyd | Number Change | LHP Matthew Boyd changed number to 16. |
| Aug 3 | Jon Berti | Number Change | 3B Jon Berti changed number to 5. |
| Aug 2 | Matthew Boyd | Number Change | LHP Matthew Boyd changed number to 23. |
| Aug 2 | Jon Berti | Number Change | 3B Jon Berti changed number to 23. |
| Aug 2 | Justin Turner | Number Change | 1B Justin Turner changed number to 23. |
| Aug 2 | Kyle Tucker | Number Change | RF Kyle Tucker changed number to 23. |
| Aug 2 | Caleb Thielbar | Number Change | LHP Caleb Thielbar changed number to 23. |
| Aug 2 | Dansby Swanson | Number Change | SS Dansby Swanson changed number to 23. |
| Aug 2 | Seiya Suzuki | Number Change | RF Seiya Suzuki changed number to 23. |
| Aug 2 | Michael Soroka | Number Change | RHP Michael Soroka changed number to 23. |
| Aug 2 | Matt Shaw | Number Change | 3B Matt Shaw changed number to 23. |
| Aug 2 | Taylor Rogers | Number Change | LHP Taylor Rogers changed number to 23. |
| Aug 2 | Colin Rea | Number Change | RHP Colin Rea changed number to 23. |
| Aug 2 | Drew Pomeranz | Number Change | LHP Drew Pomeranz changed number to 23. |
| Aug 2 | Reese McGuire | Number Change | C Reese McGuire changed number to 23. |
| Aug 2 | Cade Horton | Number Change | RHP Cade Horton changed number to 23. |
| Aug 2 | Daniel Palencia | Number Change | RHP Daniel Palencia changed number to 23. |
| Aug 2 | Andrew Kittredge | Number Change | RHP Andrew Kittredge changed number to 23. |
| Aug 2 | Carson Kelly | Number Change | C Carson Kelly changed number to 23. |
| Aug 2 | Brad Keller | Number Change | RHP Brad Keller changed number to 23. |
| Aug 2 | Shota Imanaga | Number Change | LHP Shota Imanaga changed number to 23. |
| Aug 2 | Nico Hoerner | Number Change | 2B Nico Hoerner changed number to 23. |
| Aug 2 | Ian Happ | Number Change | LF Ian Happ changed number to 23. |
| Aug 2 | Pete Crow-Armstrong | Number Change | CF Pete Crow-Armstrong changed number to 23. |
| Aug 2 | Willi Castro | Number Change | LF Willi Castro changed number to 23. |
| Aug 2 | Michael Busch | Number Change | 1B Michael Busch changed number to 23. |
| Aug 2 | Ben Brown | Number Change | RHP Ben Brown changed number to 23. |
| Aug 2 | Ryan Brasier | Number Change | RHP Ryan Brasier changed number to 23. |
| Aug 2 | Brooks Kriske | Designated for Assignment | Chicago Cubs designated RHP Brooks Kriske for assignment. |
| Aug 2 | Michael Soroka | Status Change | Chicago Cubs activated RHP Michael Soroka. |
| Aug 1 | Ryan Pressly | Released | Chicago Cubs released RHP Ryan Pressly. |
| Aug 1 | Moisés Ballesteros | Optioned | Chicago Cubs optioned C Moisés Ballesteros to Iowa Cubs. |
| Aug 1 | Gavin Hollowell | Optioned | Chicago Cubs optioned RHP Gavin Hollowell to Iowa Cubs. |
| Aug 1 | Willi Castro | Status Change | Chicago Cubs activated LF Willi Castro. |
| Aug 1 | Taylor Rogers | Status Change | Chicago Cubs activated LHP Taylor Rogers. |
| Aug 1 | Andrew Kittredge | Status Change | Chicago Cubs activated RHP Andrew Kittredge. |
| Jul 31 | Andrew Kittredge | Status Change | RHP Andrew Kittredge roster status changed by Chicago Cubs. |
| Jul 31 | Michael Soroka | Status Change | RHP Michael Soroka roster status changed by Chicago Cubs. |
| Jul 31 | Taylor Rogers | Status Change | LHP Taylor Rogers roster status changed by Chicago Cubs. |
| Jul 31 | Willi Castro | Status Change | LF Willi Castro roster status changed by Chicago Cubs. |
| Jul 31 | Miguel Amaya | Status Change | Chicago Cubs placed C Miguel Amaya on the 60-day injured list. Left oblique strain. |
| Jul 31 | Ivan Brethowr | Trade | Pittsburgh Pirates traded LHP Taylor Rogers to Chicago Cubs for RF Ivan Brethowr. |
| Jul 31 | Ryan Pressly | Designated for Assignment | Chicago Cubs designated RHP Ryan Pressly for assignment. |
| Jul 31 | Ryan Gallagher | Trade | Minnesota Twins traded LF Willi Castro to Chicago Cubs for RHP Sam Armstrong and RHP Ryan Gallagher. |
| Jul 31 | Andrew Kittredge | Trade | Baltimore Orioles traded RHP Andrew Kittredge to Chicago Cubs for SS Wilfri De La Cruz. |
| Jul 31 | Ronny Cruz | Trade | Washington Nationals traded RHP Michael Soroka to Chicago Cubs for SS Ronny Cruz and LF Christian Franklin. |
| Jul 30 | Javier Assad | Assigned | Chicago Cubs sent RHP Javier Assad on a rehab assignment to Iowa Cubs. |
| Jul 30 | Javier Assad | Assigned | Chicago Cubs sent RHP Javier Assad on a rehab assignment to Iowa Cubs. |
| Jul 30 | Porter Hodge | Optioned | Chicago Cubs optioned RHP Porter Hodge to Iowa Cubs. |
| Jul 30 | Porter Hodge | Status Change | Chicago Cubs activated RHP Porter Hodge from the 15-day injured list. |
| Jul 30 | Moisés Ballesteros | Recalled | Chicago Cubs recalled C Moisés Ballesteros from Iowa Cubs. |
| Jul 30 | Vidal Bruján | Designated for Assignment | Chicago Cubs designated 3B Vidal Bruján for assignment. |
| Jul 29 | Porter Hodge | Status Change | Chicago Cubs reassigned RHP Porter Hodge to the minor leagues. |
| Jul 29 | Miguel Amaya | Assigned | Chicago Cubs sent C Miguel Amaya on a rehab assignment to Iowa Cubs. |
| Jul 29 | Gavin Hollowell | Recalled | Chicago Cubs recalled RHP Gavin Hollowell from Iowa Cubs. |
| Jul 29 | Chris Flexen | Designated for Assignment | Chicago Cubs designated RHP Chris Flexen for assignment. |
| Jul 26 | Porter Hodge | Assigned | Chicago Cubs sent RHP Porter Hodge on a rehab assignment to Iowa Cubs. |
| Jul 26 | Porter Hodge | Assigned | Chicago Cubs sent RHP Porter Hodge on a rehab assignment to Iowa Cubs. |
| Jul 25 | Jose Silva | Signed as Free Agent | Chicago Cubs signed free agent SS Jose Silva to a minor league contract. |
| Jul 25 | Braylon Myers | Signed as Free Agent | Chicago Cubs signed free agent RHP Braylon Myers to a minor league contract. |
| Jul 25 | Riely Hunsaker | Signed | Chicago Cubs signed RHP Riely Hunsaker. |
| Jul 24 | Javier Assad | Assigned | Chicago Cubs sent RHP Javier Assad on a rehab assignment to ACL Cubs. |
| Jul 24 | Kaleb Wing | Signed | Chicago Cubs signed RHP Kaleb Wing. |
| Jul 24 | Nate Williams | Signed | Chicago Cubs signed RHP Nate Williams. |
| Jul 24 | Connor Spencer | Signed | Chicago Cubs signed RHP Connor Spencer. |
| Jul 24 | Freddy Rodriguez | Signed | Chicago Cubs signed RHP Freddy Rodriguez. |
| Jul 24 | Logan Poteet | Signed | Chicago Cubs signed C Logan Poteet. |
| Jul 24 | Connor Knox | Signed | Chicago Cubs signed RHP Connor Knox. |
| Jul 24 | Josiah Hartshorn | Signed | Chicago Cubs signed OF Josiah Hartshorn. |
| Jul 24 | Kaemyn Franklin | Signed | Chicago Cubs signed RHP Kaemyn Franklin. |
| Jul 24 | Javier Assad | Assigned | Chicago Cubs sent RHP Javier Assad on a rehab assignment to ACL Cubs. |
| Jul 22 | Aiden Moffett | Signed | Chicago Cubs signed RHP Aiden Moffett. |
| Jul 22 | Henry Cone | Signed | Chicago Cubs signed RHP Henry Cone. |
| Jul 22 | Zach Pop | Signed as Free Agent | Chicago Cubs signed free agent RHP Zach Pop to a minor league contract. |
| Jul 22 | Miguel Amaya | Assigned | Chicago Cubs sent C Miguel Amaya on a rehab assignment to ACL Cubs. |
| Jul 21 | Justin Stransky | Signed | Chicago Cubs signed C Justin Stransky. |
| Jul 21 | Kade Snell | Signed | Chicago Cubs signed OF Kade Snell. |
| Jul 21 | Dominick Reid | Signed | Chicago Cubs signed RHP Dominick Reid. |
| Jul 21 | Jake Knapp | Signed | Chicago Cubs signed RHP Jake Knapp. |
| Jul 21 | Kane Kepley | Signed | Chicago Cubs signed OF Kane Kepley. |
| Jul 21 | Eli Jerzembeck | Signed | Chicago Cubs signed RHP Eli Jerzembeck. |
| Jul 21 | Noah Edders | Signed | Chicago Cubs signed RHP Noah Edders. |
| Jul 21 | Pierce Coppola | Signed | Chicago Cubs signed LHP Pierce Coppola. |
| Jul 21 | Ethan Conrad | Signed | Chicago Cubs signed OF Ethan Conrad. |
| Jul 21 | Colton Book | Signed | Chicago Cubs signed LHP Colton Book. |
| Jul 21 | Ethan Roberts | Optioned | Chicago Cubs optioned RHP Ethan Roberts to Iowa Cubs. |
| Jul 21 | Ben Brown | Recalled | Chicago Cubs recalled RHP Ben Brown from Iowa Cubs. |
| Jul 12 | Spencer Turnbull | Signed as Free Agent | Chicago Cubs signed free agent RHP Spencer Turnbull to a minor league contract. |
| Jul 12 | Jordan Wicks | Optioned | Chicago Cubs optioned LHP Jordan Wicks to Iowa Cubs. |
| Jul 12 | Brooks Kriske | Selected | Chicago Cubs selected the contract of RHP Brooks Kriske from Iowa Cubs. |
| Jul 10 | Eli Morgan | Assigned | Chicago Cubs sent RHP Eli Morgan on a rehab assignment to ACL Cubs. |
| Jul 9 | Ethan Roberts | Recalled | Chicago Cubs recalled RHP Ethan Roberts from Iowa Cubs. |
| Jul 9 | Porter Hodge | Status Change | Chicago Cubs placed RHP Porter Hodge on the 15-day injured list. Right shoulder impingement. |
| Jul 4 | Jameson Taillon | Status Change | Chicago Cubs placed RHP Jameson Taillon on the 15-day injured list retroactive to July 1, 2025. Right calf strain. |
| Jul 4 | Jordan Wicks | Recalled | Chicago Cubs recalled LHP Jordan Wicks from Iowa Cubs. |
| Jul 3 | Ryan Jensen | Signed as Free Agent | Chicago Cubs signed free agent RHP Ryan Jensen to a minor league contract. |
| Jun 29 | Michael Fulmer | Outrighted | Chicago Cubs sent RHP Michael Fulmer outright to Iowa Cubs. |
| Jun 26 | Shota Imanaga | Status Change | Chicago Cubs activated LHP Shota Imanaga from the 15-day injured list. |
| Jun 26 | Michael Fulmer | Designated for Assignment | Chicago Cubs designated RHP Michael Fulmer for assignment. |
| Jun 24 | Porter Hodge | Status Change | Chicago Cubs activated RHP Porter Hodge from the 15-day injured list. |
| Jun 24 | Ben Brown | Optioned | Chicago Cubs optioned RHP Ben Brown to Iowa Cubs. |
| Jun 23 | Génesis Cabrera | Outrighted | Chicago Cubs sent LHP Génesis Cabrera outright to Iowa Cubs. |
| Jun 23 | Michael Fulmer | Selected | Chicago Cubs selected the contract of RHP Michael Fulmer from Iowa Cubs. |
| Jun 23 | Nate Pearson | Optioned | Chicago Cubs optioned RHP Nate Pearson to Iowa Cubs. |
| Jun 21 | Génesis Cabrera | Designated for Assignment | Chicago Cubs designated LHP Génesis Cabrera for assignment. |
| Jun 21 | Nate Pearson | Recalled | Chicago Cubs recalled RHP Nate Pearson from Iowa Cubs. |
| Jun 20 | Shota Imanaga | Assigned | Chicago Cubs sent LHP Shota Imanaga on a rehab assignment to Iowa Cubs. |
| Jun 20 | Jake Brentz | Signed as Free Agent | Chicago Cubs signed free agent LHP Jake Brentz to a minor league contract. |
| Jun 20 | Shota Imanaga | Assigned | Chicago Cubs sent LHP Shota Imanaga on a rehab assignment to Iowa Cubs. |
| Jun 19 | Miguel Useche | Signed as Free Agent | Chicago Cubs signed free agent C Miguel Useche to a minor league contract. |
| Jun 17 | Eli Morgan | Assigned | Chicago Cubs sent RHP Eli Morgan on a rehab assignment to Iowa Cubs. |
| Jun 14 | Eli Morgan | Assigned | Chicago Cubs sent RHP Eli Morgan on a rehab assignment to ACL Cubs. |
| Jun 13 | Porter Hodge | Assigned | Chicago Cubs sent RHP Porter Hodge on a rehab assignment to Iowa Cubs. |
| Jun 13 | Porter Hodge | Assigned | Chicago Cubs sent RHP Porter Hodge on a rehab assignment to Iowa Cubs. |
| Jun 12 | Anderson Rivera | Signed as Free Agent | Chicago Cubs signed free agent RHP Anderson Rivera to a minor league contract. |
| Jun 12 | Yusef Hanania | Signed as Free Agent | Chicago Cubs signed free agent RHP Yusef Hanania to a minor league contract. |
| Jun 12 | Yusef Hanania | Signed as Free Agent | Chicago Cubs signed free agent RHP Yusef Hanania to a minor league contract. |
| Jun 11 | Tyson Miller | Outrighted | Chicago Cubs sent RHP Tyson Miller outright to Iowa Cubs. |
| Jun 10 | Sammy Sass | Signed as Free Agent | Chicago Cubs signed free agent C Sammy Sass to a minor league contract. |
| Jun 10 | Greg Allen | Signed as Free Agent | Chicago Cubs signed free agent CF Greg Allen to a minor league contract. |
| Jun 9 | Shota Imanaga | Assigned | Chicago Cubs sent LHP Shota Imanaga on a rehab assignment to ACL Cubs. |
| Jun 5 | Jake Woodford | Signed as Free Agent | Chicago Cubs signed free agent RHP Jake Woodford to a minor league contract. |
| Jun 5 | Brooks Kriske | Outrighted | Chicago Cubs sent RHP Brooks Kriske outright to Iowa Cubs. |
| Jun 5 | Tyson Miller | Designated for Assignment | Chicago Cubs designated RHP Tyson Miller for assignment. |
| Jun 5 | Tyson Miller | Status Change | Chicago Cubs activated RHP Tyson Miller from the 60-day injured list. |
| Jun 2 | Ben Heller | Signed as Free Agent | Chicago Cubs signed free agent RHP Ben Heller to a minor league contract. |
| May 30 | Noel Chirinos | Signed as Free Agent | Chicago Cubs signed free agent RHP Noel Chirinos to a minor league contract. |
| May 30 | Wilfran Ortega | Signed as Free Agent | Chicago Cubs signed free agent RHP Wilfran Ortega to a minor league contract. |
| May 30 | Julian Merryweather | Released | Chicago Cubs released RHP Julian Merryweather. |
| May 29 | Brooks Kriske | Designated for Assignment | Chicago Cubs designated RHP Brooks Kriske for assignment. |
| May 29 | Génesis Cabrera | Signed as Free Agent | Chicago Cubs signed free agent LHP Génesis Cabrera. |
| May 25 | Reese McGuire | Selected | Chicago Cubs selected the contract of C Reese McGuire from Iowa Cubs. |
| May 24 | Brooks Kriske | Selected | Chicago Cubs selected the contract of RHP Brooks Kriske from Iowa Cubs. |
| May 24 | Julian Merryweather | Designated for Assignment | Chicago Cubs designated RHP Julian Merryweather for assignment. |
| May 23 | Fleury Soriano | Signed as Free Agent | Chicago Cubs signed free agent RHP Fleury Soriano to a minor league contract. |
| May 23 | Ethan Roberts | Optioned | Chicago Cubs optioned RHP Ethan Roberts to Iowa Cubs. |
| May 23 | Ryan Brasier | Status Change | Chicago Cubs activated RHP Ryan Brasier from the 15-day injured list. |
| May 22 | Reese McGuire | Signed as Free Agent | Chicago Cubs signed free agent C Reese McGuire to a minor league contract. |
| May 21 | Tyson Miller | Assigned | Chicago Cubs sent RHP Tyson Miller on a rehab assignment to Iowa Cubs. |
| May 21 | Nicky Lopez | Outrighted | Chicago Cubs sent 3B Nicky Lopez outright to Iowa Cubs. |
| May 21 | Tyson Miller | Assigned | Chicago Cubs sent RHP Tyson Miller on a rehab assignment to Iowa Cubs. |
| May 21 | Tyson Miller | Assigned | Chicago Cubs sent RHP Tyson Miller on a rehab assignment to Iowa Cubs. |
| May 20 | Porter Hodge | Status Change | Chicago Cubs placed RHP Porter Hodge on the 15-day injured list retroactive to May 18, 2025. Left oblique strain. |
| May 20 | Moisés Ballesteros | Optioned | Chicago Cubs optioned C Moisés Ballesteros to Iowa Cubs. |
| May 20 | Ethan Roberts | Recalled | Chicago Cubs recalled RHP Ethan Roberts from Iowa Cubs. |
| May 20 | Ian Happ | Status Change | Chicago Cubs activated LF Ian Happ from the 10-day injured list. |
| May 19 | Matt Shaw | Recalled | Chicago Cubs recalled 2B Matt Shaw from Iowa Cubs. |
| May 19 | Nicky Lopez | Designated for Assignment | Chicago Cubs designated 3B Nicky Lopez for assignment. |
| May 16 | Kenta Maeda | Signed as Free Agent | Chicago Cubs signed free agent RHP Kenta Maeda to a minor league contract. |
| May 13 | Ian Happ | Status Change | Chicago Cubs placed LF Ian Happ on the 10-day injured list retroactive to May 10, 2025. Left oblique strain. |
| May 13 | Tyson Miller | Status Change | Chicago Cubs placed RHP Tyson Miller on the 60-day injured list. Left hip impingement. |
| May 13 | Moisés Ballesteros | Selected | Chicago Cubs selected the contract of C Moisés Ballesteros from Iowa Cubs. |
| May 12 | Caleb Thielbar | Status Change | Chicago Cubs activated LHP Caleb Thielbar from the paternity list. |
| May 12 | Gavin Hollowell | Optioned | Chicago Cubs optioned RHP Gavin Hollowell to Iowa Cubs. |
| May 10 | Eli Morgan | Status Change | Chicago Cubs transferred RHP Eli Morgan from the 15-day injured list to the 60-day injured list. Right elbow impingement. |
| May 10 | Tom Cosgrove | Optioned | Chicago Cubs optioned LHP Tom Cosgrove to Iowa Cubs. |
| May 10 | Cade Horton | Selected | Chicago Cubs selected the contract of RHP Cade Horton from Iowa Cubs. |
| May 9 | Tommy Romero | Signed as Free Agent | Chicago Cubs signed free agent RHP Tommy Romero to a minor league contract. |
| May 9 | Tom Cosgrove | Recalled | Chicago Cubs recalled LHP Tom Cosgrove from Iowa Cubs. |
| May 9 | Caleb Thielbar | Status Change | Chicago Cubs placed LHP Caleb Thielbar on the paternity list. |
| May 9 | Chris Flexen | Number Change | RHP Chris Flexen changed number to 77. |
| May 8 | Dawson Netz | Signed as Free Agent | Chicago Cubs signed free agent RHP Dawson Netz to a minor league contract. |
| May 7 | Ryan Brasier | Assigned | Chicago Cubs sent RHP Ryan Brasier on a rehab assignment to Iowa Cubs. |
| May 7 | Ryan Brasier | Assigned | Chicago Cubs sent RHP Ryan Brasier on a rehab assignment to Iowa Cubs. |
| May 5 | Shota Imanaga | Status Change | Chicago Cubs placed LHP Shota Imanaga on the 15-day injured list. Left hamstring strain. |
| May 5 | Gavin Hollowell | Recalled | Chicago Cubs recalled RHP Gavin Hollowell from Iowa Cubs. |
| Apr 30 | Chris Flexen | Selected | Chicago Cubs selected the contract of RHP Chris Flexen from Iowa Cubs. |
| Apr 30 | Tom Cosgrove | Optioned | Chicago Cubs optioned LHP Tom Cosgrove to Iowa Cubs. |
| Apr 30 | Javier Assad | Status Change | Chicago Cubs placed RHP Javier Assad on the 60-day injured list. Left oblique strain. |
| Apr 29 | Sebastian Lopez | Signed as Free Agent | Chicago Cubs signed free agent LHP Sebastian Lopez to a minor league contract. |
| Apr 27 | Ethan Roberts | Optioned | Chicago Cubs optioned RHP Ethan Roberts to Iowa Cubs. |
| Apr 27 | Tom Cosgrove | Recalled | Chicago Cubs recalled LHP Tom Cosgrove from Iowa Cubs. |
| Apr 26 | — | Trade | Chicago Cubs traded 3B Gage Workman to Chicago White Sox for cash. |
| Apr 25 | Dawson Netz | Signed as Free Agent | Chicago Cubs signed free agent RHP Dawson Netz to a minor league contract. |
| Apr 23 | Nicky Lopez | Signed as Free Agent | Chicago Cubs signed free agent SS Nicky Lopez. |
| Apr 23 | Drew Pomeranz | Selected | Chicago Cubs selected the contract of LHP Drew Pomeranz from Iowa Cubs. |
| Apr 23 | Gavin Hollowell | Optioned | Chicago Cubs optioned RHP Gavin Hollowell to Iowa Cubs. |
| Apr 23 | Justin Steele | Status Change | Chicago Cubs transferred LHP Justin Steele from the 15-day injured list to the 60-day injured list. |
| Apr 23 | Gage Workman | Designated for Assignment | Chicago Cubs designated 3B Gage Workman for assignment. |
| Apr 22 | Peter Solomon | Signed as Free Agent | Chicago Cubs signed free agent RHP Peter Solomon to a minor league contract. |
| Apr 22 | Michael Fulmer | Signed as Free Agent | Chicago Cubs signed free agent RHP Michael Fulmer to a minor league contract. |
| Apr 22 | Gavin Hollowell | Recalled | Chicago Cubs recalled RHP Gavin Hollowell from Iowa Cubs. |
| Apr 21 | Drew Pomeranz | Trade | Seattle Mariners traded LHP Drew Pomeranz to Chicago Cubs. |
| Apr 21 | Jordan Wicks | Optioned | Chicago Cubs optioned LHP Jordan Wicks to Iowa Cubs. |
| Apr 18 | Luke Little | Optioned | Chicago Cubs optioned LHP Luke Little to Iowa Cubs. |
| Apr 18 | Jordan Wicks | Recalled | Chicago Cubs recalled LHP Jordan Wicks from Iowa Cubs. |
| Apr 16 | Miguel Amaya | Status Change | Chicago Cubs placed C Miguel Amaya on the 7-day injured list. Left oblique strain. |
| Apr 16 | Caleb Kilian | Signed as Free Agent | Chicago Cubs signed free agent RHP Caleb Kilian to a minor league contract. |
| Apr 16 | Ian Happ | Number Change | LF Ian Happ changed number to 8. |
| Apr 16 | Miguel Amaya | Number Change | C Miguel Amaya changed number to 9. |
| Apr 16 | Ben Brown | Number Change | RHP Ben Brown changed number to 32. |
| Apr 16 | Seiya Suzuki | Number Change | RF Seiya Suzuki changed number to 27. |
| Apr 16 | Pete Crow-Armstrong | Number Change | CF Pete Crow-Armstrong changed number to 4. |
| Apr 16 | Jameson Taillon | Number Change | RHP Jameson Taillon changed number to 50. |
| Apr 16 | Dansby Swanson | Number Change | SS Dansby Swanson changed number to 7. |
| Apr 16 | Julian Merryweather | Number Change | RHP Julian Merryweather changed number to 66. |
| Apr 16 | Nico Hoerner | Number Change | 2B Nico Hoerner changed number to 2. |
| Apr 16 | Porter Hodge | Number Change | RHP Porter Hodge changed number to 37. |
| Apr 16 | Carson Kelly | Number Change | C Carson Kelly changed number to 15. |
| Apr 16 | Gage Workman | Number Change | 3B Gage Workman changed number to 25. |
| Apr 16 | Kyle Tucker | Number Change | RF Kyle Tucker changed number to 30. |
| Apr 16 | Ethan Roberts | Number Change | RHP Ethan Roberts changed number to 39. |
| Apr 16 | Caleb Thielbar | Number Change | LHP Caleb Thielbar changed number to 24. |
| Apr 16 | Shota Imanaga | Number Change | LHP Shota Imanaga changed number to 18. |
| Apr 16 | Michael Busch | Number Change | 1B Michael Busch changed number to 29. |
| Apr 16 | Matthew Boyd | Number Change | LHP Matthew Boyd changed number to 16. |
| Apr 16 | Justin Turner | Number Change | 1B Justin Turner changed number to 3. |
| Apr 16 | Jon Berti | Number Change | 3B Jon Berti changed number to 5. |
| Apr 16 | Colin Rea | Number Change | RHP Colin Rea changed number to 53. |
| Apr 16 | Brad Keller | Number Change | RHP Brad Keller changed number to 40. |
| Apr 16 | Ryan Pressly | Number Change | RHP Ryan Pressly changed number to 55. |
| Apr 16 | Daniel Palencia | Number Change | RHP Daniel Palencia changed number to 48. |
| Apr 16 | Luke Little | Number Change | LHP Luke Little changed number to 43. |
| Apr 16 | Vidal Bruján | Number Change | SS Vidal Bruján changed number to 17. |
| Apr 15 | Nate Pearson | Status Change | Chicago Cubs reassigned RHP Nate Pearson to the minor leagues. |
| Apr 15 | Matt Shaw | Status Change | Chicago Cubs reassigned 2B Matt Shaw to the minor leagues. |
| Apr 15 | Tyson Miller | Assigned | Chicago Cubs sent RHP Tyson Miller on a rehab assignment to Iowa Cubs. |
| Apr 15 | Daniel Palencia | Recalled | Chicago Cubs recalled RHP Daniel Palencia from Iowa Cubs. |
| Apr 15 | Luke Little | Recalled | Chicago Cubs recalled LHP Luke Little from Iowa Cubs. |
| Apr 15 | Vidal Bruján | Status Change | Chicago Cubs activated SS Vidal Bruján from the 10-day injured list. |
| Apr 15 | Eli Morgan | Status Change | Chicago Cubs placed RHP Eli Morgan on the 15-day injured list. Right elbow impingement. |
| Apr 15 | Nate Pearson | Optioned | Chicago Cubs optioned RHP Nate Pearson to Iowa Cubs. |
| Apr 15 | Matt Shaw | Optioned | Chicago Cubs optioned 2B Matt Shaw to Iowa Cubs. |
| Apr 15 | Javier Assad | Assigned | Chicago Cubs sent RHP Javier Assad on a rehab assignment to Iowa Cubs. |
| Apr 15 | Corey Joyce | Signed as Free Agent | Chicago Cubs signed free agent SS Corey Joyce to a minor league contract. |
| Apr 15 | Ian Happ | Number Change | LF Ian Happ changed number to 42. |
| Apr 15 | Miguel Amaya | Number Change | C Miguel Amaya changed number to 42. |
| Apr 15 | Nico Hoerner | Number Change | 2B Nico Hoerner changed number to 42. |
| Apr 15 | Ben Brown | Number Change | RHP Ben Brown changed number to 42. |
| Apr 15 | Seiya Suzuki | Number Change | RF Seiya Suzuki changed number to 42. |
| Apr 15 | Dansby Swanson | Number Change | SS Dansby Swanson changed number to 42. |
| Apr 15 | Ethan Roberts | Number Change | RHP Ethan Roberts changed number to 42. |
| Apr 15 | Carson Kelly | Number Change | C Carson Kelly changed number to 42. |
| Apr 15 | Julian Merryweather | Number Change | RHP Julian Merryweather changed number to 42. |
| Apr 15 | Jameson Taillon | Number Change | RHP Jameson Taillon changed number to 42. |
| Apr 15 | Pete Crow-Armstrong | Number Change | CF Pete Crow-Armstrong changed number to 42. |
| Apr 15 | Porter Hodge | Number Change | RHP Porter Hodge changed number to 42. |
| Apr 15 | Gage Workman | Number Change | 3B Gage Workman changed number to 42. |
| Apr 15 | Kyle Tucker | Number Change | RF Kyle Tucker changed number to 42. |
| Apr 15 | Eli Morgan | Number Change | RHP Eli Morgan changed number to 42. |
| Apr 15 | Matthew Boyd | Number Change | LHP Matthew Boyd changed number to 42. |
| Apr 15 | Nate Pearson | Number Change | RHP Nate Pearson changed number to 42. |
| Apr 15 | Caleb Thielbar | Number Change | LHP Caleb Thielbar changed number to 42. |
| Apr 15 | Michael Busch | Number Change | 1B Michael Busch changed number to 42. |
| Apr 15 | Shota Imanaga | Number Change | LHP Shota Imanaga changed number to 42. |
| Apr 15 | Colin Rea | Number Change | RHP Colin Rea changed number to 42. |
| Apr 15 | Ryan Pressly | Number Change | RHP Ryan Pressly changed number to 42. |
| Apr 15 | Matt Shaw | Number Change | 2B Matt Shaw changed number to 42. |
| Apr 15 | Brad Keller | Number Change | RHP Brad Keller changed number to 42. |
| Apr 15 | Justin Turner | Number Change | 1B Justin Turner changed number to 42. |
| Apr 15 | Jon Berti | Number Change | 3B Jon Berti changed number to 42. |
| Apr 14 | Nate Pearson | Status Change | Chicago Cubs reassigned RHP Nate Pearson to the minor leagues. |
| Apr 14 | Matt Shaw | Status Change | Chicago Cubs reassigned 2B Matt Shaw to the minor leagues. |
| Apr 12 | Caleb Kilian | Released | Chicago Cubs released RHP Caleb Kilian. |
| Apr 10 | Caleb Kilian | Designated for Assignment | Chicago Cubs designated RHP Caleb Kilian for assignment. |
| Apr 10 | — | Trade | San Diego Padres traded LHP Tom Cosgrove to Chicago Cubs for cash. |
| Apr 9 | Vidal Bruján | Assigned | Chicago Cubs sent SS Vidal Bruján on a rehab assignment to Iowa Cubs. |
| Apr 9 | Vidal Bruján | Assigned | Chicago Cubs sent SS Vidal Bruján on a rehab assignment to Iowa Cubs. |
| Apr 9 | Justin Steele | Status Change | Chicago Cubs placed LHP Justin Steele on the 15-day injured list retroactive to April 8, 2025. Left elbow tendinitis. |
| Apr 9 | Ethan Roberts | Recalled | Chicago Cubs recalled RHP Ethan Roberts from Iowa Cubs. |
| Apr 8 | Evan Taylor | Signed as Free Agent | Chicago Cubs signed free agent LHP Evan Taylor to a minor league contract. |
| Mar 29 | — | Trade | Chicago Cubs traded RHP Cody Poteet to Baltimore Orioles for cash. |
| Mar 27 | Cody Poteet | Designated for Assignment | Chicago Cubs designated RHP Cody Poteet for assignment. |
| Mar 27 | Brad Keller | Selected | Chicago Cubs selected the contract of RHP Brad Keller from Iowa Cubs. |
| Mar 26 | Vidal Bruján | Status Change | Chicago Cubs placed SS Vidal Bruján on the 10-day injured list retroactive to March 23, 2025. Right elbow sprain. |
| Mar 26 | Ryan Brasier | Status Change | Chicago Cubs placed RHP Ryan Brasier on the 15-day injured list retroactive to March 25, 2025. Left groin strain. |
| Mar 25 | Keegan Thompson | Outrighted | Chicago Cubs sent RHP Keegan Thompson outright to Iowa Cubs. |
| Mar 25 | Tyson Miller | Status Change | Chicago Cubs placed RHP Tyson Miller on the 15-day injured list retroactive to March 21, 2025. Left hip impingement. |
| Mar 25 | Carter Trice | Assigned | C Carter Trice assigned to Chicago Cubs. |
| Mar 25 | Rafael Morel | Assigned | RF Rafael Morel assigned to Chicago Cubs. |
| Mar 25 | Pedro Ramírez | Assigned | SS Pedro Ramirez assigned to Chicago Cubs. |
| Mar 24 | Ben Johnson | Status Change | RHP Ben Johnson roster status changed by Chicago Cubs. |
| Mar 24 | Ben Johnson | Assigned | RHP Ben Johnson assigned to Chicago Cubs. |
| Mar 24 | William Simoneit | Assigned | 1B William Simoneit assigned to Chicago Cubs. |
| Mar 23 | Chase Watkins | Assigned | LHP Chase Watkins assigned to Chicago Cubs. |
| Mar 23 | Joe Nahas | Assigned | RHP Joe Nahas assigned to Chicago Cubs. |
| Mar 21 | Jordan Wicks | Optioned | Chicago Cubs optioned LHP Jordan Wicks to Iowa Cubs. |
| Mar 17 | Keegan Thompson | Designated for Assignment | Chicago Cubs designated RHP Keegan Thompson for assignment. |
| Mar 17 | Javier Assad | Status Change | Chicago Cubs placed RHP Javier Assad on the 15-day injured list. Left oblique strain. |
| Mar 17 | Matt Shaw | Selected | Chicago Cubs selected the contract of 2B Matt Shaw from Iowa Cubs. |
| Mar 17 | Daniel Palencia | Optioned | Chicago Cubs optioned RHP Daniel Palencia to Iowa Cubs. |
| Mar 12 | Travis Jankowski | Released | Chicago Cubs released CF Travis Jankowski. |
| Mar 12 | Kevin Alcántara | Optioned | Chicago Cubs optioned RF Kevin Alcántara to Iowa Cubs. |
| Mar 11 | Caleb Knight | Assigned | C Caleb Knight assigned to Chicago Cubs. |
| Mar 11 | Yenrri Rojas | Assigned | RHP Yenrri Rojas assigned to Chicago Cubs. |
| Mar 11 | Carlo Reyes | Assigned | RHP Carlo Reyes assigned to Chicago Cubs. |
| Mar 10 | Darius Hill | Assigned | RF Darius Hill assigned to Chicago Cubs. |
| Mar 9 | Ben Cowles | Optioned | Chicago Cubs optioned 3B Ben Cowles to Iowa Cubs. |
| Mar 7 | Ethan Roberts | Optioned | Chicago Cubs optioned RHP Ethan Roberts to Iowa Cubs. |
| Mar 7 | Luke Little | Optioned | Chicago Cubs optioned LHP Luke Little to Iowa Cubs. |
| Mar 6 | Sam Thoresen | Assigned | RHP Sam Thoresen assigned to Chicago Cubs. |
| Mar 5 | Ethan Bell | Signed as Free Agent | Chicago Cubs signed free agent RHP Ethan Bell to a minor league contract. |
| Mar 5 | Jackson Kirkpatrick | Signed as Free Agent | Chicago Cubs signed free agent RHP Jackson Kirkpatrick to a minor league contract. |
| Mar 4 | Yency Almonte | Signed as Free Agent | Chicago Cubs signed free agent RHP Yency Almonte to a minor league contract. |
| Mar 3 | Jeff Belge | Released | Chicago Cubs released LHP Jeff Belge. |
| Mar 1 | Andy Garriola | Assigned | LF Andy Garriola assigned to Chicago Cubs. |
| Mar 1 | Yahil Melendez | Assigned | SS Yahil Melendez assigned to Chicago Cubs. |
| Mar 1 | Joan Delgado | Assigned | LF Joan Delgado assigned to Chicago Cubs. |
| Mar 1 | Cody Poteet | Optioned | Chicago Cubs optioned RHP Cody Poteet to Iowa Cubs. |
| Mar 1 | Jack Neely | Optioned | Chicago Cubs optioned RHP Jack Neely to Iowa Cubs. |
| Mar 1 | Caleb Kilian | Optioned | Chicago Cubs optioned RHP Caleb Kilian to Iowa Cubs. |
| Mar 1 | Gavin Hollowell | Optioned | Chicago Cubs optioned RHP Gavin Hollowell to Iowa Cubs. |
| Mar 1 | Ty Southisene | Assigned | SS Ty Southisene assigned to Chicago Cubs. |
| Mar 1 | Felix Stevens | Assigned | OF Felix Stevens assigned to Chicago Cubs. |
| Mar 1 | Ed Howard | Assigned | SS Ed Howard assigned to Chicago Cubs. |
| Mar 1 | Jeff Belge | Assigned | LHP Jeff Belge assigned to Chicago Cubs. |
| Feb 28 | Cody Poteet | Status Change | Chicago Cubs reassigned RHP Cody Poteet to the minor leagues. |
| Feb 28 | Angel Cepeda | Assigned | SS Angel Cepeda assigned to Chicago Cubs. |
| Feb 28 | Edgar Alvarez | Assigned | 1B Edgar Alvarez assigned to Chicago Cubs. |
| Feb 28 | Ariel Armas | Assigned | C Ariel Armas assigned to Chicago Cubs. |
| Feb 28 | Ethan Hearn | Assigned | C Ethan Hearn assigned to Chicago Cubs. |
| Feb 28 | Connor Noland | Assigned | RHP Connor Noland assigned to Chicago Cubs. |
| Feb 27 | Jordan Nwogu | Assigned | LF Jordan Nwogu assigned to Chicago Cubs. |
| Feb 27 | Jose Escobar | Assigned | SS Jose Escobar assigned to Chicago Cubs. |
| Feb 26 | Eriandys Ramon | Assigned | SS Eriandys Ramon assigned to Chicago Cubs. |
| Feb 26 | Owen Caissie | Optioned | Chicago Cubs optioned RF Owen Caissie to Iowa Cubs. |
| Feb 25 | Owen Caissie | Status Change | Chicago Cubs reassigned RF Owen Caissie to the minor leagues. |
| Feb 25 | Yovanny Cabrera | Assigned | RHP Yovanny Cabrera assigned to Chicago Cubs. |
| Feb 25 | Alexander Canario | Trade | Chicago Cubs traded LF Alexander Canario to New York Mets. |
| Feb 24 | Travis Jankowski | Signed as Free Agent | Chicago Cubs signed free agent RF Travis Jankowski to a minor league contract and invited him to spring training. |
| Feb 23 | Greg Allen | Status Change | CF Greg Allen roster status changed by Chicago Cubs. |
| Feb 23 | Greg Allen | Assigned | CF Greg Allen assigned to Chicago Cubs. |
| Feb 22 | Miguel Pabon | Assigned | C Miguel Pabon assigned to Chicago Cubs. |
| Feb 22 | BJ Murray Jr. | Assigned | 3B BJ Murray Jr. assigned to Chicago Cubs. |
| Feb 22 | Cristian Hernández | Assigned | SS Cristian Hernandez assigned to Chicago Cubs. |
| Feb 22 | Mitchell Tyranski | Assigned | LHP Mitchell Tyranski assigned to Chicago Cubs. |
| Feb 22 | Connor Schultz | Assigned | RHP Connor Schultz assigned to Chicago Cubs. |
| Feb 22 | Chris Kachmar | Assigned | RHP Chris Kachmar assigned to Chicago Cubs. |
| Feb 21 | Brad Deppermann | Status Change | RHP Brad Deppermann roster status changed by Chicago Cubs. |
| Feb 21 | Casey Opitz | Assigned | C Casey Opitz assigned to Chicago Cubs. |
| Feb 21 | A.J. Puckett | Assigned | RHP A.J. Puckett assigned to Chicago Cubs. |
| Feb 21 | Hayden Cantrelle | Assigned | 2B Hayden Cantrelle assigned to Chicago Cubs. |
| Feb 21 | Haydn McGeary | Assigned | 1B Haydn McGeary assigned to Chicago Cubs. |
| Feb 21 | Tyler Santana | Assigned | RHP Tyler Santana assigned to Chicago Cubs. |
| Feb 21 | Robert Kwiatkowski | Assigned | RHP Robert Kwiatkowski assigned to Chicago Cubs. |
| Feb 21 | Wil Jensen | Assigned | RHP Wil Jensen assigned to Chicago Cubs. |
| Feb 21 | Nick Hull | Assigned | RHP Nick Hull assigned to Chicago Cubs. |
| Feb 21 | Brad Deppermann | Assigned | RHP Brad Deppermann assigned to Chicago Cubs. |
| Feb 21 | Pete Crow-Armstrong | Number Change | CF Pete Crow-Armstrong changed number to 4. |
| Feb 20 | Grant Kipp | Status Change | RHP Grant Kipp roster status changed by Chicago Cubs. |
| Feb 20 | Ivan Brethowr | Assigned | RF Ivan Brethowr assigned to Chicago Cubs. |
| Feb 20 | Alexander Canario | Designated for Assignment | Chicago Cubs designated LF Alexander Canario for assignment. |
| Feb 20 | Justin Turner | Signed as Free Agent | Chicago Cubs signed free agent 1B Justin Turner. |
| Feb 20 | Reginald Preciado | Assigned | SS Reginald Preciado assigned to Chicago Cubs. |
| Feb 20 | Parker Chavers | Assigned | RF Parker Chavers assigned to Chicago Cubs. |
| Feb 20 | Dixon Machado | Assigned | SS Dixon Machado assigned to Chicago Cubs. |
| Feb 20 | Chase Strumpf | Assigned | 3B Chase Strumpf assigned to Chicago Cubs. |
| Feb 20 | Christian Olivo | Assigned | LF Christian Olivo assigned to Chicago Cubs. |
| Feb 20 | Kenten Egbert | Assigned | RHP Kenten Egbert assigned to Chicago Cubs. |
| Feb 20 | Nolan Clenney | Assigned | RHP Nolan Clenney assigned to Chicago Cubs. |
| Feb 20 | Cayne Ueckert | Assigned | RHP Cayne Ueckert assigned to Chicago Cubs. |
| Feb 20 | Grant Kipp | Assigned | RHP Grant Kipp assigned to Chicago Cubs. |
| Feb 20 | Sam Armstrong | Assigned | RHP Sam Armstrong assigned to Chicago Cubs. |
| Feb 20 | Zac Leigh | Assigned | RHP Zac Leigh assigned to Chicago Cubs. |
| Feb 20 | Frankie Scalzo Jr. | Assigned | RHP Frankie Scalzo Jr. assigned to Chicago Cubs. |
| Feb 18 | Chris Flexen | Signed as Free Agent | Chicago Cubs signed free agent RHP Chris Flexen to a minor league contract. |
| Feb 14 | Jaylen Palmer | Status Change | 3B Jaylen Palmer roster status changed by Chicago Cubs. |
| Feb 14 | Jaylen Palmer | Signed as Free Agent | Chicago Cubs signed free agent SS Jaylen Palmer to a minor league contract. |
| Feb 12 | Dixon Machado | Signed as Free Agent | Chicago Cubs signed free agent 2B Dixon Machado to a minor league contract. |
| Feb 11 | Rob Zastryzny | Outrighted | Chicago Cubs sent LHP Rob Zastryzny outright to Iowa Cubs. |
| Feb 10 | Brayden Spears | Signed as Free Agent | Chicago Cubs signed free agent RHP Brayden Spears to a minor league contract. |
| Feb 7 | Nicky Lopez | Status Change | 2B Nicky Lopez roster status changed by Chicago Cubs. |
| Feb 7 | Riley Martin | Status Change | LHP Riley Martin roster status changed by Chicago Cubs. |
| Feb 7 | Carlos Pérez | Assigned | Chicago Cubs invited non-roster C Carlos Pérez to spring training. |
| Feb 7 | Reese McGuire | Assigned | Chicago Cubs invited non-roster C Reese McGuire to spring training. |
| Feb 7 | Moisés Ballesteros | Assigned | Chicago Cubs invited non-roster C Moises Ballesteros to spring training. |
| Feb 7 | Pablo Aliendo | Assigned | Chicago Cubs invited non-roster C Pablo Aliendo to spring training. |
| Feb 7 | Christian Franklin | Assigned | Chicago Cubs invited non-roster LF Christian Franklin to spring training. |
| Feb 7 | Brett Bateman | Assigned | Chicago Cubs invited non-roster CF Brett Bateman to spring training. |
| Feb 7 | James Triantos | Assigned | Chicago Cubs invited non-roster 2B James Triantos to spring training. |
| Feb 7 | Matt Shaw | Assigned | Chicago Cubs invited non-roster 2B Matt Shaw to spring training. |
| Feb 7 | Nicky Lopez | Signed as Free Agent | Chicago Cubs signed free agent 2B Nicky Lopez to a minor league contract and invited him to spring training. |
| Feb 7 | Jonathon Long | Assigned | Chicago Cubs invited non-roster 3B Jonathon Long to spring training. |
| Feb 7 | Riley Martin | Assigned | Chicago Cubs invited non-roster LHP Riley Martin to spring training. |
| Feb 7 | Brandon Hughes | Signed as Free Agent | Chicago Cubs signed free agent LHP Brandon Hughes to a minor league contract and invited him to spring training. |
| Feb 7 | Antonio Santos | Assigned | Chicago Cubs invited non-roster RHP Antonio Santos to spring training. |
| Feb 7 | Trevor Richards | Assigned | Chicago Cubs invited non-roster RHP Trevor Richards to spring training. |
| Feb 7 | Brooks Kriske | Assigned | Chicago Cubs invited non-roster RHP Brooks Kriske to spring training. |
| Feb 7 | Cade Horton | Assigned | Chicago Cubs invited non-roster RHP Cade Horton to spring training. |
| Feb 7 | Ben Heller | Assigned | Chicago Cubs invited non-roster RHP Ben Heller to spring training. |
| Feb 7 | Brandon Birdsell | Assigned | Chicago Cubs invited non-roster RHP Brandon Birdsell to spring training. |
| Feb 7 | Phil Bickford | Assigned | Chicago Cubs invited non-roster RHP Phil Bickford to spring training. |
| Feb 4 | A.J. Puckett | Signed as Free Agent | Chicago Cubs signed free agent RHP A.J. Puckett to a minor league contract. |
| Feb 4 | — | Trade | Los Angeles Dodgers traded RHP Ryan Brasier to Chicago Cubs for Player To Be Named Later. |
| Feb 4 | Rob Zastryzny | Designated for Assignment | Chicago Cubs designated LHP Rob Zastryzny for assignment. |
| Feb 3 | Matt Festa | Outrighted | Chicago Cubs sent RHP Matt Festa outright to Iowa Cubs. |
| Jan 31 | Luis Vázquez | Trade | Chicago Cubs traded SS Luis Vazquez to Baltimore Orioles for cash. |
| Jan 29 | Tadeo Gamez | Signed as Free Agent | Chicago Cubs signed free agent RHP Tadeo Gamez to a minor league contract. |
| Jan 29 | Brad Keller | Status Change | RHP Brad Keller roster status changed by Chicago Cubs. |
| Jan 29 | Brad Keller | Assigned | RHP Brad Keller assigned to Chicago Cubs. |
| Jan 28 | Luis Vázquez | Designated for Assignment | Chicago Cubs designated SS Luis Vazquez for assignment. |
| Jan 28 | Jon Berti | Signed as Free Agent | Chicago Cubs signed free agent 3B Jon Berti. |
| Jan 28 | Matt Festa | Designated for Assignment | Chicago Cubs designated RHP Matt Festa for assignment. |
| Jan 28 | Juan Bello | Trade | Houston Astros traded RHP Ryan Pressly to Chicago Cubs for RHP Juan Bello. |
| Jan 24 | Cole Reynolds | Signed as Free Agent | Chicago Cubs signed free agent LHP Cole Reynolds to a minor league contract. |
| Jan 24 | Jordan Goldmann | Signed as Free Agent | Chicago Cubs signed free agent RHP Jordan Goldmann to a minor league contract. |
| Jan 19 | Trevor Richards | Signed as Free Agent | Chicago Cubs signed free agent RHP Trevor Richards to a minor league contract. |
| Jan 19 | Reese McGuire | Signed as Free Agent | Chicago Cubs signed free agent C Reese McGuire to a minor league contract. |
| Jan 16 | Reivaj Garcia | Signed as Free Agent | Chicago Cubs signed free agent SS Reivaj Garcia to a minor league contract. |
| Jan 15 | Alfred Garcia | Signed as Free Agent | Chicago Cubs signed free agent OF Alfred Garcia to a minor league contract. |
| Jan 15 | Jhon Lucena | Signed as Free Agent | Chicago Cubs signed free agent OF Jhon Lucena to a minor league contract. |
| Jan 15 | Luis Leon | Signed as Free Agent | Chicago Cubs signed free agent OF Luis Leon to a minor league contract. |
| Jan 15 | Luis Maldonado | Signed as Free Agent | Chicago Cubs signed free agent SS Luis Maldonado to a minor league contract. |
| Jan 15 | Saul Ramirez | Signed as Free Agent | Chicago Cubs signed free agent OF Saul Ramirez to a minor league contract. |
| Jan 15 | Carlos Barrientos | Signed as Free Agent | Chicago Cubs signed free agent LHP Carlos Barrientos to a minor league contract. |
| Jan 15 | Julio Acosta | Signed as Free Agent | Chicago Cubs signed free agent SS Julio Acosta to a minor league contract. |
| Jan 15 | Jider Corpas | Signed as Free Agent | Chicago Cubs signed free agent RHP Jider Corpas to a minor league contract. |
| Jan 15 | Victor Garcia | Signed as Free Agent | Chicago Cubs signed free agent C Victor Garcia to a minor league contract. |
| Jan 15 | Abraham Sanchez | Signed as Free Agent | Chicago Cubs signed free agent C Abraham Sanchez to a minor league contract. |
| Jan 15 | Erick Hernandez | Signed as Free Agent | Chicago Cubs signed free agent RHP Erick Hernandez to a minor league contract. |
| Jan 15 | Luis Santos | Signed as Free Agent | Chicago Cubs signed free agent SS Luis Santos to a minor league contract. |
| Jan 15 | Rafael Merchan | Signed as Free Agent | Chicago Cubs signed free agent RHP Rafael Merchan to a minor league contract. |
| Jan 15 | Elerick Gomez | Signed as Free Agent | Chicago Cubs signed free agent SS Elerick Gomez to a minor league contract. |
| Jan 15 | Johansel Javier | Signed as Free Agent | Chicago Cubs signed free agent RHP Johansel Javier to a minor league contract. |
| Jan 15 | Jeury Ramirez | Signed as Free Agent | Chicago Cubs signed free agent OF Jeury Ramirez to a minor league contract. |
| Jan 15 | Freiker Betencourt | Signed as Free Agent | Chicago Cubs signed free agent OF Freiker Betencourt to a minor league contract. |
| Jan 15 | Wilfri De La Cruz | Signed as Free Agent | Chicago Cubs signed free agent SS Wilfri De La Cruz to a minor league contract. |
| Jan 15 | Amilkar Romero | Signed as Free Agent | Chicago Cubs signed free agent RHP Amilkar Romero to a minor league contract. |
| Jan 15 | Alexander Herrera | Signed as Free Agent | Chicago Cubs signed free agent SS Alexander Herrera to a minor league contract. |
| Jan 15 | Yananyer Luis Abreu | Signed as Free Agent | Chicago Cubs signed free agent SS Luis Abreu to a minor league contract. |
| Jan 15 | Juan Cabada | Signed as Free Agent | Chicago Cubs signed free agent SS Juan Cabada to a minor league contract. |
| Jan 15 | Angel Gonzalez | Signed as Free Agent | Chicago Cubs signed free agent LHP Angel Gonzalez to a minor league contract. |
| Jan 15 | Roni Dias | Signed as Free Agent | Chicago Cubs signed free agent RHP Roni Dias to a minor league contract. |
| Jan 15 | Jose Carrillo | Signed as Free Agent | Chicago Cubs signed free agent C Jose Carrillo to a minor league contract. |
| Jan 15 | Luis Sanchez | Signed as Free Agent | Chicago Cubs signed free agent OF Luis Sanchez to a minor league contract. |
| Jan 15 | Frankelly Desis | Signed as Free Agent | Chicago Cubs signed free agent LHP Frankelly Desis to a minor league contract. |
| Jan 15 | Breyner Figuereo | Signed as Free Agent | Chicago Cubs signed free agent OF Breyner Figuereo to a minor league contract. |
| Jan 15 | Juan Tomas | Signed as Free Agent | Chicago Cubs signed free agent SS Juan Tomas to a minor league contract. |
| Jan 15 | Ariel Ramos | Signed as Free Agent | Chicago Cubs signed free agent RHP Ariel Ramos to a minor league contract. |
| Jan 15 | Salvador Burgos | Signed as Free Agent | Chicago Cubs signed free agent RHP Salvador Burgos to a minor league contract. |
| Jan 15 | Angel Sanmartin | Signed as Free Agent | Chicago Cubs signed free agent LHP Angel Sanmartin to a minor league contract. |
| Jan 15 | Fernando Lara | Signed as Free Agent | Chicago Cubs signed free agent OF Fernando Lara to a minor league contract. |
| Jan 15 | Chaily Ramirez | Signed as Free Agent | Chicago Cubs signed free agent RHP Chaily Ramirez to a minor league contract. |
| Jan 15 | — | Trade | Chicago Cubs traded RHP Michael Arias to New York Yankees for cash. |
| Jan 14 | Miles Mastrobuoni | Trade | Chicago Cubs traded SS Miles Mastrobuoni to Seattle Mariners for cash. |
| Jan 13 | Colin Rea | Signed as Free Agent | Chicago Cubs signed free agent RHP Colin Rea. |
| Jan 12 | Michael Arias | Designated for Assignment | Chicago Cubs designated RHP Michael Arias for assignment. |
| Jan 9 | Miles Mastrobuoni | Designated for Assignment | Chicago Cubs designated SS Miles Mastrobuoni for assignment. |
| Jan 9 | — | Trade | Texas Rangers traded RHP Matt Festa to Chicago Cubs for cash. |
| Jan 6 | Ben Heller | Signed as Free Agent | Chicago Cubs signed free agent RHP Ben Heller to a minor league contract. |
| Jan 4 | Caleb Knight | Signed as Free Agent | Chicago Cubs signed free agent C Caleb Knight to a minor league contract. |