Search Results
| Date | Team | Acquired | Relinquished | Notes |
| 1999-01-31 | Bucks | • Donald Royal | waived | |
| 1999-01-31 | Bucks | • Kipp Christianson | waived | |
| 1999-01-31 | Bucks | • Mike Higgins | waived | |
| 1999-02-03 | Bucks | • Jamie Feick | claimed off waivers (from Suns) | |
| 1999-02-10 | Bucks | • Ray Allen | re-signed to a 6-year, $70.9M contract extension | |
| 1999-02-18 | Bucks | • Donny Marshall | waived | |
| 1999-02-18 | Bucks | • Jamie Feick | waived | |
| 1999-02-28 | Bucks | • Adonis Jordan | waived | |
| 1999-03-11 | Bucks | • Sam Cassell • Chris Gatling • Paul Grant |
• Terrell Brandon • Elliot Perry |
3-team trade with Nets, Timberwolves |
| 1999-03-11 | Bucks | • Tim Thomas • Scott Williams |
• Tyrone Hill • Jerald Honeycutt |
trade with 76ers |
| 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) |