Cubs Roster & Staff
Transactions
| Date | Transaction |
| 12/20/19 | Chicago Cubs signed free agent LF Noel Cuevas to a minor league contract and invited him to spring training. |
| 12/20/19 | Chicago Cubs signed free agent Ryan Tepera. |
| 12/19/19 | Chicago Cubs signed free agent RHP Juan Gamez to a minor league contract. |
| 12/19/19 | Chicago Cubs signed free agent 2B Hernan Perez to a minor league contract and invited him to spring training. |
| 12/18/19 | Chicago Cubs signed free agent LHP Rex Brothers to a minor league contract and invited him to spring training. |
| 12/16/19 | Chicago Cubs signed free agent LHP Danny Hultzen to a minor league contract and invited him to spring training. |
| 12/15/19 | Chicago Cubs signed free agent RHP Caleb Simpson to a minor league contract and invited him to spring training. |
| 12/15/19 | Chicago Cubs signed free agent RHP Bryan Brickhouse to a minor league contract. |
| 12/14/19 | Chicago Cubs signed free agent RHP Brandon Morrow to a minor league contract and invited him to spring training. |
| 12/14/19 | Chicago Cubs signed free agent CF Ian Miller to a minor league contract and invited him to spring training. |
| 12/14/19 | Chicago Cubs signed free agent RHP Ben Taylor to a minor league contract and invited him to spring training. |
| 12/12/19 | Chicago Cubs claimed Trevor Megill off waivers from El Paso Chihuahuas. |
| 12/09/19 | Chicago Cubs signed free agent RHP Gleiber Morales to a minor league contract. |
| 12/06/19 | Chicago Cubs signed free agent RHP Dan Winkler. |
| 12/03/19 | Chicago Cubs signed free agent OF Frank Hernandez to a minor league contract. |
| 12/02/19 | 2B Addison Russell elected free agency. |
| 12/02/19 | LHP Danny Hultzen elected free agency. |