Search Results
| Date | Team | Acquired | Relinquished | Notes |
| 2023-06-20 | Raptors | • Gary Trent Jr. | player exercised 1-year $18.6M contract option through 2023-24 | |
| 2023-06-22 | Raptors | • Gradey Dick | 2023 NBA draft first round pick (#13 overall) | |
| 2023-06-25 | Raptors | • Desmond Cambridge | signed free agent | |
| 2023-06-26 | Raptors | • Kevin Obanor | signed free agent to a 1-year contract | |
| 2023-06-29 | Raptors | • Dalano Banton | team declined to tender qualifying offer | |
| 2023-06-29 | Raptors | • Jeff Dowtin Jr. | team tendered qualifying offer, making player a restricted free agent | |
| 2023-06-29 | Raptors | • Ron Harper Jr. | team tendered qualifying offer, making player a restricted free agent | |
| 2023-06-30 | Raptors | • Dalano Banton | player became an unrestricted free agent | |
| 2023-06-30 | Raptors | • Fred VanVleet | player became an unrestricted free agent | |
| 2023-06-30 | Raptors | • Jakob Poeltl | player became an unrestricted free agent | |
| 2023-06-30 | Raptors | • Will Barton | player became an unrestricted free agent | |
| 2023-07-02 | Raptors | • Gradey Dick | signed first round pick to a 4-year $21.4M contract | |
| 2023-07-03 | Raptors | • Markquis Nowell | signed free agent to a two way contract | |
| 2023-07-06 | Raptors | • Jakob Poeltl | re-signed unrestricted free agent to a 4-year $78M contract plus $2M million in incentives (2026-27 is player option) | |
| 2023-07-06 | Raptors | • Jalen McDaniels | signed unrestricted free agent to a 2-year $9.3M contract | |
| 2023-07-12 | Raptors | • Dennis Schröder | signed unrestricted free agent to a 2-year $25.4M contract | |
| 2023-07-17 | Raptors | • Joe Wieskamp | waived | |
| 2023-07-20 | Raptors | • Ron Harper Jr. | re-signed restricted free agent to a two way contract | |
| 2023-07-22 | Raptors | • Javon Freeman-Liberty | signed free agent to a two way contract | |
| 2023-07-22 | Raptors | • Jeff Dowtin Jr. | re-signed restricted free agent to a 1-year $2M contract | |
| 2023-07-31 | Raptors | • Garrett Temple | signed free agent to a 1-year $3.2M contract | |
| 2023-07-31 | Raptors | • Kevin Obanor | signed free agent to an Exhibit 10 contract | |
| 2023-07-31 | Raptors | • Mouhamadou Gueye | signed free agent to an Exhibit 10 contract | |
| 2023-09-28 | Raptors | • Kevin Obanor | waived | |
| 2023-09-29 | Raptors | • Darryl Morsell | signed free agent to an Exhibit 10 contract |