Search Results
| Date | Team | Acquired | Relinquished | Notes |
| 1998-09-17 | Cavaliers | • Jim Paxson (Jr.) | hired as vice president of basketball operations | |
| 1999-01-21 | Cavaliers | • Antonio Lang | signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Carlos Strong | signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Charlie Melvin | signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Damon Bailey | signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Litterial Green | signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Mitchell Butler | re-signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Otis Hill | signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Rocky Walls | signed free agent to a non-guaranteed contract | |
| 1999-01-21 | Cavaliers | • Shawn Harlan | signed free agent to a non-guaranteed contract | |
| 1999-01-22 | Cavaliers | • Ryan Stack | signed second round pick to a non-guaranteed contract | |
| 1999-01-24 | Cavaliers | • Charlie Melvin | waived | |
| 1999-01-24 | Cavaliers | • Damon Bailey | waived | |
| 1999-01-24 | Cavaliers | • Rocky Walls | waived | |
| 1999-01-24 | Cavaliers | • Johnny Newman | signed free agent to a 2-year, $2.1M contract | |
| 1999-01-27 | Cavaliers | • Shawn Harlan | waived | |
| 1999-01-29 | Cavaliers | • Zydrunas Ilgauskas | re-signed to a 6-year $70.9M contract extension | |
| 1999-02-02 | Cavaliers | • Carlos Strong | waived | |
| 1999-02-02 | Cavaliers | • Otis Hill | waived | |
| 1999-02-04 | Cavaliers | • Roy Rogers | signed free agent | |
| 1999-02-17 | Cavaliers | • Litterial Green | waived | |
| 1999-02-17 | Cavaliers | • Roy Rogers | waived | |
| 1999-03-10 | Cavaliers | • Antonio Lang | waived | |
| 1999-03-10 | Cavaliers | • Mitchell Butler | waived | |
| 1999-03-10 | Cavaliers | • Earl Boykins | signed free agent to a 10-day contract |