Cubs Roster & Staff
Transactions
| Date | Transaction |
| 11/29/23 | Chicago Cubs signed free agent LHP Edwin Escobar to a minor league contract. |
| 11/29/23 | LHP Edwin Escobar roster status changed by Chicago Cubs. |
| 11/28/23 | Chicago Cubs signed free agent RHP Alberto Chala to a minor league contract. |
| 11/28/23 | Chicago Cubs signed free agent LHP Jeremy Guzman to a minor league contract. |
| 11/28/23 | Chicago Cubs signed free agent C Ivan Cespedes to a minor league contract. |
| 11/17/23 | LHP Brandon Hughes elected free agency. |
| 11/17/23 | RHP Ethan Roberts elected free agency. |
| 11/17/23 | RHP Codi Heuer elected free agency. |
| 11/14/23 | Chicago Cubs selected the contract of RHP Michael Arias from South Bend Cubs. |
| 11/14/23 | Chicago Cubs selected the contract of RHP Porter Hodge from Tennessee Smokies. |
| 11/14/23 | Chicago Cubs selected the contract of LHP Bailey Horn from Iowa Cubs. |
| 11/08/23 | Chicago Cubs signed free agent 2B Ronnyel Espinoza to a minor league contract. |
| 11/06/23 | 1B Cody Bellinger elected free agency. |
| 11/06/23 | Chicago Cubs activated RHP Codi Heuer from the 60-day injured list. |
| 11/06/23 | RHP Marcus Stroman elected free agency. |
| 11/06/23 | RHP Brad Boxberger elected free agency. |
| 11/06/23 | Chicago Cubs activated LHP Brandon Hughes from the 60-day injured list. |
| 11/06/23 | Chicago Cubs activated 2B Nick Madrigal from the 60-day injured list. |
| 11/06/23 | Chicago Cubs activated RHP Ethan Roberts from the 60-day injured list. |
| 11/06/23 | Chicago Cubs traded LHP Brendon Little to Toronto Blue Jays for cash. |
| 11/06/23 | Chicago Cubs selected the contract of SS Luis Vazquez from Iowa Cubs. |
| 11/06/23 | Chicago Cubs sent RHP Nick Burdi outright to Iowa Cubs. |
| 11/06/23 | San Diego Padres claimed RHP Jeremiah Estrada off waivers from Chicago Cubs. |
| 11/06/23 | St. Louis Cardinals claimed 2B Jared Young off waivers from Chicago Cubs. |
| 11/02/23 | 3B Jeimer Candelario elected free agency. |
| 11/02/23 | RHP Tyler Duffey elected free agency. |
| 11/02/23 | RHP Michael Fulmer elected free agency. |
| 11/02/23 | RHP Shane Greene elected free agency. |