Cubs Roster & Staff
Transactions
| Date | Transaction |
| 09/30/20 | Chicago Cubs reassigned RHP Dillon Maples to the minor leagues. |
| 09/30/20 | Chicago Cubs reassigned RHP Colin Rea to the minor leagues. |
| 09/30/20 | Chicago Cubs reassigned LHP Justin Steele to the minor leagues. |
| 09/30/20 | Chicago Cubs designated LHP Josh Osich for assignment. |
| 09/30/20 | Chicago Cubs reassigned RHP Rowan Wick to the minor leagues. |
| 09/30/20 | Chicago Cubs activated 2B Ildemaro Vargas from the 10-day injured list. |
| 09/30/20 | Chicago Cubs reassigned RHP Tyler Chatwood to the minor leagues. |
| 09/30/20 | Chicago Cubs reassigned LHP Brailyn Marquez to the minor leagues. |
| 09/30/20 | Chicago Cubs reassigned C Miguel Amaya to the minor leagues. |
| 09/30/20 | Chicago Cubs invited non-roster 1B Patrick Wisdom to spring training. |
| 09/30/20 | Chicago Cubs reassigned RHP Tyson Miller to the minor leagues. |
| 09/30/20 | Chicago Cubs reassigned CF Albert Almora Jr. to the minor leagues. |
| 09/30/20 | Chicago Cubs selected the contract of C Josh Phegley from Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs recalled C Miguel Amaya from Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs recalled CF Albert Almora Jr. from Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs activated RHP Tyler Chatwood from the 10-day injured list. |
| 09/28/20 | Chicago Cubs recalled RHP Colin Rea from Cubs Alternate Training Site. |
| 09/28/20 | LHP Matt Dermody elected free agency. |
| 09/28/20 | Chicago Cubs sent 1B Patrick Wisdom outright to Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs recalled RHP Tyson Miller from Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs recalled LHP Justin Steele from Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs recalled LHP Matt Dermody from Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs recalled RHP Dillon Maples from Cubs Alternate Training Site. |
| 09/28/20 | Chicago Cubs activated RHP Rowan Wick from the 10-day injured list. |
| 09/27/20 | Chicago Cubs designated 1B Patrick Wisdom for assignment. |
| 09/27/20 | Chicago Cubs selected the contract of LHP Brailyn Marquez from Cubs Alternate Training Site. |
| 09/25/20 | Chicago Cubs selected the contract of 1B Patrick Wisdom from Cubs Alternate Training Site. |
| 09/25/20 | Chicago Cubs optioned 1B Jose Martinez to Cubs Alternate Training Site. |
| 09/25/20 | Chicago Cubs placed RHP Manuel Rodriguez on the 60-day injured list. Right biceps strain. |
| 09/22/20 | Chicago Cubs activated LHP Jose Quintana from the 10-day injured list. |
| 09/22/20 | Chicago Cubs optioned LHP Rex Brothers to Cubs Alternate Training Site. |
| 09/21/20 | Chicago Cubs placed 2B Ildemaro Vargas on the 10-day injured list retroactive to September 20, 2020. Right hamstring strain. |
| 09/21/20 | Chicago Cubs signed free agent RHP Rony Baez to a minor league contract. |
| 09/21/20 | Chicago Cubs signed free agent RHP Kenyi Perez to a minor league contract. |
| 09/21/20 | Chicago Cubs recalled RHP Adbert Alzolay from Cubs Alternate Training Site. |
| 09/20/20 | Chicago Cubs recalled Jose Martinez from Cubs Alternate Training Site. |
| 09/20/20 | Chicago Cubs optioned LHP Josh Osich to Cubs Alternate Training Site. |
| 09/19/20 | Chicago Cubs activated LHP Andrew Chafin. |
| 09/19/20 | Chicago Cubs placed RHP Rowan Wick on the 10-day injured list retroactive to September 17, 2020. Left oblique strain. |
| 09/11/20 | Chicago Cubs recalled Rex Brothers from Cubs Alternate Training Site. |
| 09/11/20 | Chicago Cubs optioned RHP Adbert Alzolay to Cubs Alternate Training Site. |
| 09/10/20 | Chicago Cubs signed free agent RHP Joe Wieland to a minor league contract and invited him to spring training. |
| 09/10/20 | Chicago Cubs released OF Ryan LaMarre. |
| 09/10/20 | Chicago Cubs optioned RHP Colin Rea to Cubs Alternate Training Site. |
| 09/10/20 | Chicago Cubs traded SS Pedro Martinez to Tampa Bay Rays. |
| 09/10/20 | Chicago Cubs recalled Adbert Alzolay from Cubs Alternate Training Site. |
| 09/09/20 | Chicago Cubs sent LHP Matt Dermody outright to Cubs Alternate Training Site. |
| 09/09/20 | Chicago Cubs released RHP Juan Gamez. |
| 09/08/20 | Chicago Cubs released RF Steven Souza Jr.. |
| 09/08/20 | Chicago Cubs optioned 1B Jose Martinez to Cubs Alternate Training Site. |
| 09/08/20 | Chicago Cubs activated CF Billy Hamilton. |
| 09/07/20 | Chicago Cubs invited non-roster RHP Duncan Robinson to spring training. |
| 09/07/20 | Chicago Cubs optioned LHP Matt Dermody to Cubs Alternate Training Site. |
| 09/07/20 | Chicago Cubs claimed CF Billy Hamilton off waivers from New York Mets. |
| 09/07/20 | Chicago Cubs released C Jose Lobaton. |
| 09/07/20 | Chicago Cubs recalled 2B Ildemaro Vargas from Cubs Alternate Training Site. |
| 09/07/20 | Chicago Cubs designated Matt Dermody for assignment. |
| 09/06/20 | Chicago Cubs optioned RHP Adbert Alzolay to Cubs Alternate Training Site. |
| 09/06/20 | Chicago Cubs designated RF Steven Souza Jr. for assignment. |
| 09/06/20 | Chicago Cubs optioned RHP Tyson Miller to Cubs Alternate Training Site. |
| 09/06/20 | Chicago Cubs selected the contract of Matt Dermody from Cubs Alternate Training Site. |
| 09/05/20 | Chicago Cubs signed free agent RHP Pedro Strop to a minor league contract and invited him to spring training. |
| 09/05/20 | Chicago Cubs recalled Adbert Alzolay from Cubs Alternate Training Site. |
| 09/05/20 | Chicago Cubs recalled Tyson Miller from Cubs Alternate Training Site. |
| 09/05/20 | Chicago Cubs claimed 2B Ildemaro Vargas off waivers from Minnesota Twins. |
| 09/05/20 | Seattle Mariners claimed RHP Casey Sadler off waivers from Chicago Cubs. |
| 09/05/20 | Chicago Cubs released RHP Jharel Cotton. |
| 09/03/20 | Chicago Cubs released RHP Cody Allen. |
| 09/03/20 | Chicago Cubs released RHP AJ Ramos. |
| 09/03/20 | Chicago Cubs sent CF Ian Miller outright to Cubs Alternate Training Site. |
| 09/03/20 | Chicago Cubs sent C Josh Phegley outright to Cubs Alternate Training Site. |
| 09/02/20 | Chicago Cubs placed LHP Jose Quintana on the 10-day injured list retroactive to August 31, 2020. Left lat inflammation |
| 09/02/20 | Chicago Cubs sent 2B Hernan Perez outright to Cubs Alternate Training Site. |
| 09/02/20 | Chicago Cubs recalled RHP Jason Adam from Cubs Alternate Training Site. |
| 09/01/20 | Chicago Cubs activated LF Cameron Maybin. |
| 09/01/20 | Chicago Cubs designated RHP Casey Sadler for assignment. |
| 09/01/20 | Chicago Cubs activated RF Steven Souza Jr. from the 10-day injured list. |
| 09/01/20 | Chicago Cubs optioned CF Albert Almora Jr. to Cubs Alternate Training Site. |
| 09/01/20 | Chicago Cubs placed RHP Tyler Chatwood on the 10-day injured list retroactive to August 31, 2020. Right forearm strain. |
| 09/01/20 | Chicago Cubs activated 3B Kris Bryant from the 10-day injured list. |
| 09/01/20 | Jose Martinez roster status changed by Chicago Cubs. |
| 09/01/20 | Josh Osich roster status changed by Chicago Cubs. |
| 09/01/20 | Chicago Cubs activated 3B Kris Bryant from the 10-day injured list. |