Cubs Roster & Staff
Transactions
| Date | Transaction |
| 05/28/19 | Chicago Cubs sent RHP Pedro Strop on a rehab assignment to Iowa Cubs. |
| 05/28/19 | Chicago Cubs signed free agent C Edgar Gamargo to a minor league contract. |
| 05/27/19 | Chicago Cubs selected the contract of RF Jim Adduci from Iowa Cubs. |
| 05/27/19 | Chicago Cubs optioned LHP Tim Collins to Iowa Cubs. |
| 05/25/19 | Chicago Cubs optioned RF Mark Zagunis to Iowa Cubs. |
| 05/25/19 | Chicago Cubs optioned RHP James Norwood to Iowa Cubs. |
| 05/25/19 | Chicago Cubs recalled Dillon Maples from Iowa Cubs. |
| 05/25/19 | Chicago Cubs recalled Tim Collins from Iowa Cubs. |
| 05/24/19 | Chicago Cubs recalled James Norwood from Iowa Cubs. |
| 05/24/19 | Chicago Cubs optioned RHP Rowan Wick to Iowa Cubs. |
| 05/24/19 | Chicago Cubs signed free agent RHP Gregori Montano to a minor league contract. |
| 05/23/19 | Chicago Cubs signed free agent RHP Enmanuel De La Cruz to a minor league contract. |
| 05/23/19 | Chicago Cubs signed free agent RHP Marco Prieto to a minor league contract. |
| 05/22/19 | Chicago Cubs signed free agent SS Esmarly Tatis to a minor league contract. |
| 05/22/19 | Chicago Cubs placed LHP Xavier Cedeno on the 10-day injured list. Left wrist inflamation. |
| 05/22/19 | Baltimore Orioles claimed RHP Chandler Shepherd off waivers from Chicago Cubs. |
| 05/22/19 | Chicago Cubs recalled Rowan Wick from Iowa Cubs. |
| 05/22/19 | Chicago Cubs signed free agent RHP Joel Jimenez to a minor league contract. |
| 05/21/19 | Chicago Cubs signed free agent RHP Luis Valenzuela to a minor league contract. |
| 05/20/19 | Chicago Cubs signed free agent RHP Yovanny Cabrera to a minor league contract. |
| 05/18/19 | Chicago Cubs claimed RHP Chandler Shepherd off waivers from Boston Red Sox. |
| 05/16/19 | Chicago Cubs optioned C Taylor Davis to Iowa Cubs. |
| 05/16/19 | Chicago Cubs activated C Victor Caratini from the 10-day injured list. |
| 05/11/19 | Chicago Cubs sent C Victor Caratini on a rehab assignment to Iowa Cubs. |
| 05/11/19 | Chicago Cubs activated LHP Xavier Cedeno from the 10-day injured list. |
| 05/11/19 | Chicago Cubs placed RHP Allen Webster on the 10-day injured list. Radial nerve inflammation. |
| 05/08/19 | Chicago Cubs placed RF Ben Zobrist on the restricted list. |
| 05/08/19 | Chicago Cubs activated LHP Mike Montgomery from the 10-day injured list. |
| 05/08/19 | Chicago Cubs placed RHP Pedro Strop on the 10-day injured list retroactive to May 7, 2019. Left hamstring strain. |
| 05/08/19 | Chicago Cubs recalled Addison Russell from Iowa Cubs. |
| 05/06/19 | Chicago Cubs optioned RHP Dillon Maples to Iowa Cubs. |
| 05/06/19 | Chicago Cubs recalled RHP Carl Edwards Jr. from Iowa Cubs. |
| 05/06/19 | Chicago Cubs sent C Victor Caratini on a rehab assignment to South Bend Cubs. |
| 05/04/19 | Chicago Cubs sent LHP Xavier Cedeno on a rehab assignment to Iowa Cubs. |
| 05/03/19 | Chicago Cubs transferred RHP Tony Barnette from the 10-day injured list to the 60-day injured list. Right shoulder inflammation. |
| 05/03/19 | Chicago Cubs optioned RHP Oscar De La Cruz to Tennessee Smokies. |
| 05/02/19 | Chicago Cubs transferred RHP Brandon Morrow from the 10-day injured list to the 60-day injured list. Continued rehab from offseason right elbow debridement. |
| 05/02/19 | Chicago Cubs optioned SS Addison Russell to Iowa Cubs. |