Cubs Roster & Staff
Transactions
| Date | Transaction |
| 08/31/20 | Boston Red Sox traded LHP Josh Osich to Chicago Cubs for Player To Be Named Later. |
| 08/31/20 | Detroit Tigers traded LF Cameron Maybin to Chicago Cubs for SS Zack Short. |
| 08/31/20 | Detroit Tigers traded LF Cameron Maybin to Chicago Cubs for SS Zack Short. |
| 08/31/20 | Chicago Cubs designated 2B Hernan Perez for assignment. |
| 08/31/20 | Arizona Diamondbacks traded LHP Andrew Chafin and cash to Chicago Cubs for Player To Be Named Later. |
| 08/31/20 | Chicago Cubs designated Ian Miller for assignment. |
| 08/30/20 | Chicago Cubs optioned RHP Adbert Alzolay to Cubs Alternate Training Site. |
| 08/30/20 | Chicago Cubs traded Player To Be Named Later and cash to Tampa Bay Rays for 1B Jose Martinez. |
| 08/30/20 | Chicago Cubs designated Josh Phegley for assignment. |
| 08/29/20 | Chicago Cubs recalled Adbert Alzolay from Cubs Alternate Training Site. |
| 08/26/20 | Chicago Cubs released RHP Kelvin Herrera. |
| 08/25/20 | Chicago Cubs activated RHP Tyler Chatwood from the 10-day injured list. |
| 08/25/20 | Chicago Cubs optioned CF Ian Miller to Cubs Alternate Training Site. |
| 08/25/20 | Chicago Cubs activated LHP Jose Quintana from the 10-day injured list. |
| 08/25/20 | Chicago Cubs optioned RHP Jason Adam to Cubs Alternate Training Site. |
| 08/23/20 | Chicago Cubs transferred RHP James Norwood from the 10-day injured list to the 60-day injured list. Right shoulder inflammation. |
| 08/23/20 | Chicago Cubs selected the contract of Ian Miller from Cubs Alternate Training Site. |
| 08/23/20 | Chicago Cubs signed free agent 1B Patrick Wisdom to a minor league contract and invited him to spring training. |
| 08/22/20 | Chicago Cubs placed 3B Kris Bryant on the 10-day injured list retroactive to August 19, 2020. Left ring finger sprain. |
| 08/21/20 | Chicago Cubs signed free agent 2B Bryan Serra to a minor league contract. |
| 08/20/20 | Chicago Cubs sent RHP Jharel Cotton outright to Cubs Alternate Training Site. |
| 08/20/20 | Chicago Cubs optioned RHP Adbert Alzolay to Cubs Alternate Training Site. |
| 08/19/20 | Chicago Cubs recalled Adbert Alzolay from Cubs Alternate Training Site. |
| 08/18/20 | Chicago Cubs selected the contract of 2B Hernan Perez from Cubs Alternate Training Site. |
| 08/18/20 | Chicago Cubs transferred LHP Brad Wieck from the 10-day injured list to the 60-day injured list. Right hamstring strain. |
| 08/18/20 | Chicago Cubs placed RF Steven Souza Jr. on the 10-day injured list retroactive to August 17, 2020. Right hamstring strain. |
| 08/18/20 | Chicago Cubs optioned RHP Tyson Miller to Cubs Alternate Training Site. |
| 08/17/20 | Chicago Cubs recalled Tyson Miller from Cubs Alternate Training Site. |
| 08/16/20 | Chicago Cubs designated Jharel Cotton for assignment. |
| 08/16/20 | Chicago Cubs placed RHP Tyler Chatwood on the 10-day injured list retroactive to August 13, 2020. Mid-back strain |
| 08/16/20 | Chicago Cubs selected the contract of Jason Adam from Cubs Alternate Training Site. |
| 08/12/20 | Chicago Cubs signed free agent 2B Matt Burch to a minor league contract. |
| 08/08/20 | Chicago Cubs released 2B Derek Dietrich. |
| 08/06/20 | Chicago Cubs signed free agent RHP Kelvin Herrera to a minor league contract and invited him to spring training. |
| 08/06/20 | Chicago Cubs optioned LHP Justin Steele to Cubs Alternate Training Site. |
| 08/06/20 | Chicago Cubs selected the contract of LHP Matt Dermody from Sugar Land Skeeters. |
| 08/06/20 | Chicago Cubs optioned LHP Rex Brothers to Cubs Alternate Training Site. |
| 08/02/20 | Chicago Cubs recalled Justin Steele from Cubs Alternate Training Site. |
| 08/02/20 | Chicago Cubs placed RHP James Norwood on the 10-day injured list retroactive to July 30, 2020. Right shoulder inflammation. |