| | PG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Sharife Cooper.) |
| | SG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Justin Powell.) |
| | PF | Signed/Offer Sheet (The Cleveland Cavaliers signed F Pete Nance.) |
| | PF | Signed/Offer Sheet (The Cleveland Cavaliers signed F Tristan Thompson. ) |
| | PG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Craig Porter Jr. to a two-way contract.) |
| | PF | Signed/Offer Sheet (The Cleveland Cavaliers signed F Isaiah Mobley to a two-way contract.) |
| | C | Traded (The Utah Jazz traded C Damian Jones to the Cleveland Cavaliers. ) From |
| | SG | Signed/Offer Sheet (The Cleveland Cavaliers signed G-F Ty Jerome. ) |
| | SF | Signed/Offer Sheet (The Cleveland Cavaliers signed G-F Max Strus.) |
| | SF | Traded (The Cleveland Cavaliers traded F Cedi Osman to the San Antonio Spurs.) To |
| | PF | Traded (The Cleveland Cavaliers traded F Lamar Stevens to the San Antonio Spurs.) To |
| | PF | Signed/Offer Sheet (The Cleveland Cavaliers signed F Georges Niang.) |
| | SG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Caris LeVert) |
| | PF | Declared Free Agency (F Lamar Stevens declared free agency.) |
| | C | Declared Free Agency (C Robin Lopez declared free agency.) |
| | SF | Declared Free Agency (G-F Dylan Windler declared free agency.) |
| | SG | Declared Free Agency (G Caris LeVert declared free agency.) |
| | SG | Declared Free Agency (G Danny Green declared free agency.) |
| | PG | Declared Free Agency (G Raul Neto declared free agency.) |
| | PF | Declared Free Agency (F Isaiah Mobley declared free agency.) |
| | PF | Declared Free Agency (F Mamadi Diakite declared free agency.) |
| | SG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Sam Merrill.) |
| | SG | Waived (The Cleveland Cavaliers waived G Sam Merrill.) |
| | SG | Signed to 10-Day Contract (The Cleveland Cavaliers signed G Sam Merrill to a 10-Day Contract.) |