Search Results
| Date | Team | Acquired | Relinquished | Notes |
| 1999-01-27 | Bulls | • Bubba Wells | waived | |
| 1999-01-27 | Bulls | • Curtis Staples | waived | |
| 1999-01-27 | Bulls | • Martin Muursepp | waived | |
| 1999-01-27 | Bulls | • Priest Lauderdale | signed free agent | |
| 1999-01-30 | Bulls | • Mario Bennett | signed free agent | |
| 1999-02-01 | Bulls | • Robert Werdann / Rob Werdann | waived | |
| 1999-02-01 | Bulls | • Roy Rogers | waived | |
| 1999-02-03 | Bulls | • Matt Steigenga | waived | |
| 1999-02-03 | Bulls | • Priest Lauderdale | waived | |
| 1999-02-04 | Bulls | • Jeff Sanders | signed free agent | |
| 1999-02-16 | Bulls | • Mario Bennett | waived | |
| 1999-06-30 | Bulls | • Elton Brand | 1999 NBA draft first round pick (#1 overall) | |
| 1999-06-30 | Bulls | • Ron Artest / Metta World Peace | 1999 NBA draft first round pick (#16 overall) | |
| 1999-06-30 | Bulls | • Lari Ketner | 1999 NBA draft second round pick (#49 overall) | |
| 1999-06-30 | Bulls | • Michael Ruffin | 1999 NBA draft second round pick (#32 overall) | |
| 1999-07-01 | Bulls | • Andrew Lang | player became a free agent | |
| 1999-07-01 | Bulls | • Bill Wennington | player became a free agent | |
| 1999-07-01 | Bulls | • Dickey Simpkins | player became a free agent | |
| 1999-07-01 | Bulls | • Jeff Sanders | player became a free agent | |
| 1999-07-01 | Bulls | • Jim Woolridge | assistant coach (date approximate) | |
| 1999-07-01 | Bulls | • Mark Bryant | player became a free agent | |
| 1999-07-01 | Bulls | • Ron Harper (Sr.) | player became a free agent | |
| 1999-07-09 | Bulls | • Frank Hamblen | resigned as assistant coach | |
| 1999-07-15 | Bulls | • Ron Artest / Metta World Peace | signed first round pick to a 3-year, $2.9M contract with a fourth year team option | |
| 1999-07-16 | Bulls | • Fred Winter / Tex Winter | resigned as assistant coach |