Cubs Roster & Staff
Transactions
| Date | Transaction |
| 05/19/26 | Chicago Cubs designated LHP Ty Blach for assignment. |
| 05/19/26 | Chicago Cubs activated LHP Caleb Thielbar from the 15-day injured list. |
| 05/18/26 | Chicago Cubs signed free agent RHP Alvin De Leon to a minor league contract. |
| 05/18/26 | Chicago Cubs signed free agent C Daniel Bastardo to a minor league contract. |
| 05/17/26 | Chicago Cubs transferred RHP Hunter Harvey from the 15-day injured list to the 60-day injured list. Right triceps inflammation. |
| 05/17/26 | Chicago Cubs selected the contract of LHP Ty Blach from Iowa Cubs. |
| 05/17/26 | Chicago Cubs optioned RHP Javier Assad to Iowa Cubs. |
| 05/17/26 | Chicago Cubs optioned RHP Christian Roa to Iowa Cubs. |
| 05/17/26 | Chicago Cubs claimed RHP Christian Roa off waivers from Baltimore Orioles. |
| 05/16/26 | Chicago Cubs sent LHP Caleb Thielbar on a rehab assignment to South Bend Cubs. |
| 05/16/26 | Chicago Cubs sent LHP Caleb Thielbar on a rehab assignment to South Bend Cubs. |
| 05/16/26 | Chicago Cubs signed free agent RHP Liam Hendriks to a minor league contract. |
| 05/15/26 | Chicago Cubs activated LHP Jordan Wicks from the 15-day injured list. |
| 05/15/26 | Chicago Cubs optioned LHP Jordan Wicks to Iowa Cubs. |
| 05/11/26 | Chicago Cubs signed free agent RHP Yacksel Ríos to a minor league contract. |
| 05/10/26 | Chicago Cubs sent RHP Corbin Martin outright to Iowa Cubs. |
| 05/09/26 | Los Angeles Dodgers claimed LHP Charlie Barnes off waivers from Chicago Cubs. |
| 05/08/26 | Chicago Cubs activated RHP Ethan Roberts from the 15-day injured list. |
| 05/08/26 | Chicago Cubs optioned RHP Gavin Hollowell to Iowa Cubs. |
| 05/07/26 | Chicago Cubs designated RHP Corbin Martin for assignment. |
| 05/07/26 | Chicago Cubs recalled RHP Gavin Hollowell from Iowa Cubs. |
| 05/07/26 | Chicago Cubs optioned RHP Tyler Ferguson to Iowa Cubs. |
| 05/07/26 | Athletics traded RHP Tyler Ferguson to Chicago Cubs. |
| 05/06/26 | Chicago Cubs placed LHP Matthew Boyd on the 15-day injured list retroactive to May 4, 2026. Left meniscus injury. |
| 05/06/26 | Chicago Cubs designated LHP Charlie Barnes for assignment. |
| 05/06/26 | Chicago Cubs sent RHP Yacksel Ríos outright to Iowa Cubs. |
| 05/06/26 | Chicago Cubs selected the contract of RHP Trent Thornton from Iowa Cubs. |
| 05/04/26 | Chicago Cubs signed free agent RHP Vince Velasquez to a minor league contract. |
| 05/03/26 | Chicago Cubs activated RHP Daniel Palencia. |
| 05/03/26 | Chicago Cubs designated RHP Yacksel Ríos for assignment. |
| 05/03/26 | Chicago Cubs claimed LHP Luis Peralta off waivers from St. Louis Cardinals. |
| 05/03/26 | Chicago Cubs sent 3B Ben Cowles outright to Iowa Cubs. |
| 05/03/26 | Chicago Cubs optioned LHP Luis Peralta to Iowa Cubs. |
| 05/01/26 | Chicago Cubs sent RHP Daniel Palencia on a rehab assignment to Iowa Cubs. |