Search Results
| Date | Team | Acquired | Relinquished | Notes |
| 1999-03-14 | Bucks | • Adonis Jordan | signed free agent to a 10-day contract | |
| 1999-03-17 | Bucks | • Adonis Jordan | waived | |
| 1999-03-17 | Bucks | • Haywoode Workman | signed free agent to a 10-day contract | |
| 1999-03-27 | Bucks | • Haywoode Workman | re-signed to a second 10-day contract (date approximate) | |
| 1999-04-06 | Bucks | • Haywoode Workman | signed free agent for the remainder of the season | |
| 1999-05-05 | Bucks | • Jerome Allen | signed for the remainder of the season | |
| 1999-06-30 | Bucks | • Galen Young | 1999 NBA draft second round pick (#48 overall) | |
| 1999-07-01 | Bucks | • Dell Curry | player became a free agent | |
| 1999-07-01 | Bucks | • Michael Curry | player became a free agent | |
| 1999-08-09 | Bucks | • Haywoode Workman | re-signed free agent to a 1-year contract | |
| 1999-08-11 | Bucks | • Bob Weinhauer | fired as general manager (date approximate) | |
| 1999-08-13 | Bucks | • Ernie Grunfeld | hired as general manager | |
| 1999-08-19 | Bucks | • Danny Manning • Dale Ellis |
• Chris Gatling • Armon Gilliam / Armen Gilliam |
trade with Magic |
| 1999-08-20 | Bucks | • J.R. Reid | signed free agent to a 3-year, $6.6M contract | |
| 1999-09-16 | Bucks | • Rafer Alston | signed 1998 second round pick to a 2-year, minimum, non-guaranteed contract (date 09-22 per Bucks media guide & Stats) | |
| 1999-09-22 | Bucks | • Darvin Ham | signed free agent to a 1-year contract | |
| 1999-09-28 | Bucks | • Don Newman | hired as assistant coach | |
| 1999-09-30 | Bucks | • Charles Shackleford | signed free agent | |
| 1999-10-05 | Bucks | • Brandon Williams (b. 1975-02-27) | signed free agent | |
| 1999-10-05 | Bucks | • Galen Young | signed second round pick | |
| 1999-10-20 | Bucks | • Brandon Williams (b. 1975-02-27) | waived | |
| 1999-10-20 | Bucks | • Charles Shackleford | waived | |
| 1999-10-29 | Bucks | • Galen Young | waived | |
| 1999-11-01 | Bucks | • Paul Grant | waived | |
| 1999-12-06 | Bucks | • Glenn Robinson (Jr.) | signed to a 1-year, $12M contract extension through 2004-05 |