| | PF | Signed/Offer Sheet (The Cleveland Cavaliers signed F Marcus Morris Sr. to a Rest-of-Season contract.) |
| | PF | Signed to 10-Day Contract (The Cleveland Cavaliers signed F Marcus Morris Sr. to a 10-day contract.) |
| | PF | Reinstated from Suspension (Cleveland Cavaliers F Tristan Thompson was reinstated from suspension.) |
| | PG | Released (The Cleveland Cavaliers released G Sharife Cooper.) |
| | PG | Signed to 10-Day Contract (The Cleveland Cavaliers signed G Sharife Cooper to a 10-Day Contract.) |
| | SG | Waived (The Cleveland Cavaliers waived G Zhaire Smith.) |
| | PF | Signed/Offer Sheet (The Cleveland Cavaliers signed F Pete Nance to a two-way contract.) |
| | PG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Craig Porter Jr.) |
| | SG | Signed to 10-Day Contract (The Cleveland Cavaliers signed G Zhaire Smith to a 10-Day Contract.) |
| | PF | Waived (The Cleveland Cavaliers waived F Pete Nance.) |
| | PF | League Suspension (The NBA suspended F Tristan Thompson for 25 games.) |
| | PF | Signed to 10-Day Contract (The Cleveland Cavaliers signed F Pete Nance to a 10-Day contract.) |
| | PG | Retired (G Ricky Rubio retired from the NBA.) |
| | SG | Waived (The Cleveland Cavaliers waived G Rob Edwards. ) |
| | SG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Rob Edwards. ) |
| | PG | Waived (The Cleveland Cavaliers waived G Sharife Cooper. ) |
| | PG | Signed/Offer Sheet (The Cleveland Cavaliers signed G Devontae Shuler. ) |
| | SF | Signed/Offer Sheet (The Cleveland Cavaliers signed F Aleem Ford) |
| | SF | Waived (The Cleveland Cavaliers waived F Aleem Ford. ) |
| | SG | Waived (The Cleveland Cavaliers waived G Justin Powell. ) |
| | PF | Waived (The Cleveland Cavaliers waived F Pete Nance. ) |
| | PG | Waived (The Cleveland Cavaliers waived G Devontae Shuler.) |
| | 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.) |