Search Results
| Date | Team | Acquired | Relinquished | Notes |
| 2019-03-14 | Raptors | • Eric Moreland | signed free agent to a 10-day contract | |
| 2019-03-24 | Raptors | • Eric Moreland | waived | |
| 2019-03-26 | Raptors | • Jodie Meeks | signed free agent for the remainder of the season | |
| 2019-04-09 | Raptors | • Eric Moreland | signed free agent for the remainder of the season | |
| 2019-06-20 | Raptors | • Dewan Hernandez | 2019 NBA draft second round pick (#59 overall) | |
| 2019-06-21 | Raptors | • Nando De Colo | team tendered qualifying offer, making player a restricted free agent | |
| 2019-06-21 | Raptors | • Patrick McCaw | team tendered qualifying offer, making player a restricted free agent | |
| 2019-06-23 | Raptors | • Kawhi Leonard | player declined contract option, making him an unrestricted free agent | |
| 2019-06-26 | Raptors | • Marc Gasol | player exercised 1-year, $25.6M contract option through 2019-20 | |
| 2019-07-01 | Raptors | • Danny Green | player became an unrestricted free agent | |
| 2019-07-01 | Raptors | • Eric Moreland | player became an unrestricted free agent | |
| 2019-07-01 | Raptors | • Jeremy Lin | player became an unrestricted free agent | |
| 2019-07-01 | Raptors | • Jodie Meeks | player became an unrestricted free agent | |
| 2019-07-04 | Raptors | • Nando De Colo | signed with Fenerbahce (Turkey) | |
| 2019-07-07 | Raptors | • Patrick McCaw | re-signed restricted free agent to a 2-year, $8M contract | |
| 2019-07-11 | Raptors | • Stanley Johnson | signed unrestricted free agent to a 2-year, $7.43M contract | |
| 2019-07-11 | Raptors | • Terence Davis | signed free agent to a 2-year $2.4M contract | |
| 2019-07-12 | Raptors | • Dewan Hernandez | signed second round pick to a 3-year, $4.2M contract | |
| 2019-07-18 | Raptors | • Matt Thomas | signed free agent to a 3-year, $4.2M contract | |
| 2019-07-18 | Raptors | • Rondae Hollis-Jefferson | signed unrestricted free agent to a 1-year, $2.5M contract | |
| 2019-07-20 | Raptors | • Oshae Brissett | signed free agent to a 1-year Exhibit 10 contract | |
| 2019-07-23 | Raptors | • Devin Robinson | signed unrestricted free agent to a 1-year, $1.62M contract | |
| 2019-07-23 | Raptors | • Sagaba Konate | signed free agent to a 1-year Exhibit 10 contract | |
| 2019-07-24 | Raptors | • Cameron Payne | signed free agent to a 2-year, $3.7M contract | |
| 2019-08-02 | Raptors | • Jordan Loyd | waived |