Cubs Roster & Staff
Transactions
| Date | Transaction |
| 02/28/21 | Chicago Cubs designated P Robert Stock for assignment. |
| 02/28/21 | Chicago Cubs activated P Kyle Ryan from the 10 day disabled list. |
| 02/27/21 | Chicago Cubs signed free agent P Pedro Strop. |
| 02/27/21 | Chicago Cubs signed free agent OF Raino Coran. |
| 02/27/21 | Chicago Cubs traded P Zach Bryant to Boston Red Sox. |
| 02/26/21 | CF Ian Miller changed number to 1. |
| 02/26/21 | Chicago Cubs signed free agent P Ben Holmes. |
| 02/26/21 | CF Ian Miller changed number to 1. |
| 02/25/21 | Chicago Cubs signed free agent CF Cameron Maybin. |
| 02/23/21 | Chicago Cubs signed free agent P Jose Moreno. |
| 02/23/21 | Chicago Cubs signed free agent P Runelvis Toribio. |
| 02/22/21 | Atlanta Braves claimed RF Phillip Ervin off waivers from Chicago Cubs. |
| 02/20/21 | Chicago Cubs sent SS Sergio Alcantara outright to Iowa Cubs. |
| 02/20/21 | Chicago Cubs designated RF Phillip Ervin for assignment. |
| 02/20/21 | Chicago Cubs signed free agent CF Jake Marisnick. |
| 02/18/21 | Chicago Cubs signed free agent RHP Brandon Workman. |
| 02/18/21 | Chicago Cubs invited non-roster 3B Matt Duffy to spring training. |
| 02/18/21 | Chicago Cubs designated SS Sergio Alcantara for assignment. |
| 02/17/21 | Chicago Cubs signed free agent P Jake Arrieta. |
| 02/17/21 | Chicago Cubs placed LHP Kyle Ryan on the 10-day injured list. |
| 02/17/21 | Chicago Cubs signed free agent RHP Jake Arrieta. |
| 02/17/21 | Chicago Cubs signed free agent RHP Jake Arrieta. |
| 02/12/21 | Chicago Cubs invited non-roster 2B Trent Giambrone to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster RHP Tommy Nance to spring training. |
| 02/12/21 | Chicago Cubs signed free agent LHP Adam Morgan to a minor league contract and invited him to spring training. |
| 02/12/21 | Chicago Cubs signed free agent RHP Shelby Miller to a minor league contract and invited him to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster C P.J. Higgins to spring training. |
| 02/12/21 | Chicago Cubs signed free agent C Jose Lobaton to a minor league contract and invited him to spring training. |
| 02/12/21 | Chicago Cubs signed free agent C Jose Lobaton to a minor league contract and invited him to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster RHP Trevor Megill to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster 1B Alfonso Rivas to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster 2B Trent Giambrone to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster C P.J. Higgins to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster RHP Michael Rucker to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster LHP Brendon Little to spring training. |
| 02/12/21 | Chicago Cubs signed free agent P Scarlyn Lebron. |
| 02/12/21 | Chicago Cubs invited non-roster 1B Alfonso Rivas to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster RHP Michael Rucker to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster RHP Tommy Nance to spring training. |
| 02/12/21 | P Tommy Nance assigned to Chicago Cubs . |
| 02/12/21 | Chicago Cubs signed free agent P Adam Morgan. |
| 02/12/21 | Chicago Cubs signed free agent LHP Adam Morgan to a minor league contract and invited him to spring training. |
| 02/12/21 | LHP Brendon Little assigned to Chicago Cubs. |
| 02/12/21 | Chicago Cubs signed free agent RHP Shelby Miller to a minor league contract and invited him to spring training. |
| 02/12/21 | Chicago Cubs invited non-roster RHP Trevor Megill to spring training. |
| 02/12/21 | 1B Alfonso Rivas assigned to Chicago Cubs . |
| 02/12/21 | 2B Trent Giambrone assigned to Chicago Cubs . |
| 02/12/21 | Chicago Cubs signed free agent C Jose Lobaton. |
| 02/12/21 | C P.J. Higgins assigned to Chicago Cubs . |
| 02/12/21 | P Michael Rucker assigned to Chicago Cubs . |
| 02/12/21 | Chicago Cubs signed free agent P Shelby Miller. |
| 02/12/21 | P Trevor Megill assigned to Chicago Cubs . |
| 02/12/21 | P Brendon Little assigned to Chicago Cubs . |
| 02/10/21 | Cincinnati Reds claimed 2B Max Schrock off waivers from Chicago Cubs. |
| 02/05/21 | Chicago Cubs signed free agent RHP Trevor Williams. |
| 02/05/21 | Chicago Cubs signed free agent CF Joc Pederson. |
| 02/05/21 | Chicago Cubs signed free agent LHP Andrew Chafin. |
| 02/05/21 | Chicago Cubs signed free agent CF Joc Pederson. |
| 02/05/21 | Chicago Cubs claimed SS Sergio Alcantara off waivers from . |
| 02/05/21 | Chicago Cubs signed free agent LF Joc Pederson. |
| 02/05/21 | Chicago Cubs designated 2B Max Schrock for assignment. |
| 02/05/21 | Chicago Cubs signed free agent LHP Andrew Chafin. |
| 02/05/21 | Chicago Cubs signed free agent P Trevor Williams. |
| 02/05/21 | Chicago Cubs signed free agent RHP Trevor Williams. |
| 02/05/21 | Chicago Cubs signed free agent P Andrew Chafin. |
| 02/05/21 | Chicago Cubs claimed SS Sergio Alcantara off waivers from Detroit Tigers. |