| | 得分後衛 | Signed/Offer Sheet (The Portland Trailblazers signed G Bryce McGowens to a two-way contract.) |
| | 小前鋒 | Re-Signed (The Portland Trail Blazers re-signed F Justin Minaya to a two-way contract.) |
| | 中鋒 | Declared Free Agency (C Ibou Badji elected free agency.) |
| | 小前鋒 | Declared Free Agency (F Justin Minaya elected free agency.) |
| | 控球後衛 | Declared Free Agency (G Ashton Hagans elected free agency.) |
| | 中鋒 | Declared Free Agency (c Moses Brown elected free agency.) |
| | 小前鋒 | Traded (The Washington Wizards traded F Deni Avdija to the Portland Trail Blazers.) 從 |
| | 控球後衛 | Traded (The Portland Trail Blazers traded G Malcolm Brogdon to the Washington Wizards.) 至 |
| | 得分後衛 | 10-Day Contract Expired; Player Not Re-Signed (The Portland Trailblazers did not renew G Taze Moore's 10-day contract.) |
| | 得分後衛 | Signed to 10-Day Contract (The Portland Trail Blazers signed G Taze Moore to a 10-day contract.) |
| | 得分後衛 | Recalled from Minors (The Portland Trail Blazers recalled G Shaedon Sharpe from the minors.) |
| | 得分後衛 | Assigned to Minors (The Portland Trail Blazers assigned G Shaedon Sharpe to the minors.) |
| | 控球後衛 | Signed/Offer Sheet (The Portland Trail Blazers signed G Ashton Hagans.) |
| | 控球後衛 | Waived (The Portland Trail Blazers waived G Ashton Hagans.) |
| | 中鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed C Duop Reath to a standard contract.) |
| | 控球後衛 | Signed to 10-Day Contract (The Portland Trail Blazers signed G Ashton Hagans to a 10-Day contract.) |
| | 小前鋒 | Traded (The Boston Celtics traded F Dalano Banton to the Portland Trail Blazers.) 從 |
| | 得分後衛 | Waived (The Portland Trail Blazers waived G Taze Moore.) |
| | 得分後衛 | Signed to 10-Day Contract (The Portland Trail Blazers signed G Taze Moore to a 10-day contract.) |
| | 得分後衛 | Waived (The Portland Trail Blazers waived G Skylar Mays.) |
| | 小前鋒 | Waived (The Portland Trail Blazers waived F Ish Wainright.) |
| | 中鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed C Ibou Badji to a two-way contract.) |
| | 控球後衛 | Waived (The Portland Trail Blazers waived G Jamaree Bouyea.) |
| | 得分後衛 | Signed/Offer Sheet (The Portland Trail Blazers signed G Skylar Mays to a Rest-of-Season contract.) |
| | 得分後衛 | Released (The Portland Trail Blazers released G Skylar Mays.) |
| | 控球後衛 | Signed/Offer Sheet (The Portland Trail Blazers signed G Jamaree Bouyea.) |
| | 得分後衛 | Signed/Offer Sheet (The Portland Trail Blazers converted G Skylar Mays into a standard NBA contract.) |
| | 中鋒 | Waived (The Portland Trail Blazers waived C Ibou Badji. ) |
| | 中鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed C Duop Reath to a two-way contract. ) |
| | 得分後衛 | Waived (The Portland Trail Blazers waived G Malachi Smith. ) |
| | 得分後衛 | Other Transaction (The Portland Trail Blazers converted G Skylar Mays to a two-way contract. ) |
| | 中鋒 | Waived (The Portland Trail Blazers waived C Duop Reath.) |
| | 小前鋒 | Waived (The Portland Trail Blazers waived F Kevin Knox II.) |
| | 小前鋒 | Claimed (The Portland Trail Blazers claimed F Ish Wainright off waivers.) |
| | 大前鋒 | Waived (The Portland Trail Blazers waived F George Conditt IV.) |
| | 小前鋒 | Other Transaction (The Portland Trail Blazers converted F Justin Minaya to a two-way player.) |
| | 中鋒 | Waived (The Portland Trail Blazers waived F John Butler Jr.) |
| | 控球後衛 | Waived (The Portland Trail Blazers waived G Antoine Davis.) |
| | 大前鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed F George Conditt IV.) |
| | 得分後衛 | Signed/Offer Sheet (The Portland Trail Blazers signed G Malachi Smith.) |
| | 控球後衛 | Signed/Offer Sheet (The Portland Trail Blazers signed G Antoine Davis.) |
| | 大前鋒 | Waived (The Portland Trail Blazers waived F George Conditt IV.) |
| | 控球後衛 | Traded (The Portland Trail Blazers traded G Jrue Holiday to the Boston Celtics.) 至 |
| | 得分後衛 | Signed/Offer Sheet (The Portland Trail Blazers signed G Skylar Mays.) |
| | 控球後衛 | Traded (The Boston Celtics traded G Malcolm Brogdon to the Portland Trail Blazers.) 從 |
| | 中鋒 | Traded (The Boston Celtics traded C Robert Williams III to the Portland Trail Blazers.) 從 |
| | 大前鋒 | Traded (The Phoenix Suns traded F Toumani Camara to the Portland Trail Blazers.) 從 |
| | 大前鋒 | Traded (The Portland Trail Blazers traded F-G Nassir Little to the Phoenix Suns.) 至 |
| | 得分後衛 | Traded (The Portland Trail Blazers traded G Keon Johnson to the Phoenix Suns.) 至 |
| | 中鋒 | Traded (The Phoenix Suns traded C Deandre Ayton to the Portland Trail Blazers.) 從 |
| | 控球後衛 | Traded (The Milwaukee Bucks traded G Jrue Holiday to the Portland Trail Blazers.) 從 |
| | 控球後衛 | Traded (The Portland Trail Blazers traded G Damian Lillard to the Milwaukee Bucks.) 至 |
| | 中鋒 | Traded (The Portland Trail Blazers traded C Jusuf Nurkic to the Phoenix Suns.) 至 |
| | 中鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed C Duop Reath.) |
| | 大前鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed F George Conditt IV.) |
| | 中鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed C Moses Brown. ) |
| | 得分後衛 | Waived (The Portland Trail Blazers waived G Jeenathan Williams.) |
| | 得分後衛 | Re-Signed (The Portland Trail Blazers re-signed G-F Matisse Thybulle.) |
| | 中鋒 | Re-Signed (The Portland Trail Blazers re-signed F John Butler Jr.) |
| | 中鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed C Ibou Badji to a two-way contract. ) |
| | 中鋒 | Declared Free Agency (C Chance Comanche declared free agency.) |
| | 大前鋒 | Waived (The Portland Trailblazers waived F Trendon Watford.) |
| | 大前鋒 | Signed/Offer Sheet (The Portland Trail Blazers signed F Jerami Grant.) |
| | 小前鋒 | Declared Free Agency (F-G Justise Winslow declared free agency.) |
| | 得分後衛 | Declared Free Agency (G-F Matisse Thybulle declared free agency.) |
| | 中鋒 | Declared Free Agency (F John Butler Jr. declared free agency.) |
| | 小前鋒 | Declared Free Agency (F-G Cam Reddish declared free agency.) |
| | 中鋒 | Declared Free Agency (F-C Drew Eubanks declared free agency.) |
| | 大前鋒 | Declared Free Agency (F Jerami Grant declared free agency.) |
| | 得分後衛 | Declared Free Agency (G Skylar Mays declared free agency.) |
| | 中鋒 | Declared Free Agency (C Ibou Badji declared free agency.) |
| | 控球後衛 | Signed as Draft Pick (The Portland Trail Blazers drafted G Scoot Henderson.) |