Search Results
| Date | Team | Acquired | Relinquished | Notes |
| 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 | |
| 1999-07-26 | Bulls | • Elton Brand | signed first round pick to a 3-year, $8.9M contract with a fourth year, $3.9M team option | |
| 1999-08-03 | Bulls | • Charles Jones (Rahmel) | waived | |
| 1999-08-10 | Bulls | • Bill Berry | hired as assistant coach | |
| 1999-08-12 | Bulls | • Hersey Hawkins • James Cotton |
• Brent Barry | trade with Sonics |
| 1999-08-24 | Bulls | • Michael Ruffin | signed second round pick | |
| 1999-08-25 | Bulls | • Brett Robisch | signed free agent | |
| 1999-08-25 | Bulls | • Cory Carr | re-signed free agent | |
| 1999-08-25 | Bulls | • Lari Ketner | signed second round pick | |
| 1999-08-25 | Bulls | • Will Perdue | signed free agent to a reported 2-year $7M contract (second year is a team option) |