| 2024-janv.-31 |
|---|
| Maple Leafs |  | Wild | John Tavares, Y:2024-RND:7-TOR. |
| Wild | | Maple Leafs | Shayne Gostisbehere, Bobby Brink (P), Joey Daccord (P), Brandon Svoboda (P), Servac Petrovsky (P), Y:2024-RND:1-CAR. |
| 2023-oct.-13 |
|---|
| Jets | | Maple Leafs | Gabriel Dumont. |
| 2023-juin-17 |
|---|
| Wild | | Maple Leafs | Cayden Primeau, Kyle Palmieri, Y:2025-RND:2-BUF, Y:2023-RND:4-CGY. |
| Maple Leafs | | Wild | Matt Murray, Nick Leddy, Y:2023-RND:1-FLA. |
| 2023-juin-12 |
|---|
| Maple Leafs | | Bruins | Jonathan Toews. |
| Bruins | | Maple Leafs | Alexandre Texier, Antonio Stranges (P), Y:2023-RND:1-FLA, Y:2023-RND:4-OTT. |
| 2023-mars-2 |
|---|
| Maple Leafs | | Flames | Y:2023-RND:4-TOR. |
| Flames | | Maple Leafs | Jonathan Toews, 2 625 000 $ (Salary Cap). |
| Maple Leafs | | Bruins | Matthew Poitras (P), Y:2023-RND:1-TOR, Y:2024-RND:1-TOR. |
| 2022-oct.-12 |
|---|
| Maple Leafs | | Rangers | Scott Mayfield. |
| 2022-sept.-5 |
|---|
| Maple Leafs | | Jets | Derek Stepan. |
| Jets | | Maple Leafs | Y:2023-RND:4-DET. |
| 2022-août-7 |
|---|
| Maple Leafs | | Ducks | Vincent Iorio (P), Y:2023-RND:3-TOR, Y:2024-RND:4-TOR. |
| Ducks | | Maple Leafs | Dan Girardi, 2 500 000 $ (Salary Cap). |
| 2022-août-1 |
|---|
| Wild | | Maple Leafs | Brent Burns. |
| Maple Leafs | | Wild | Pavel Zacha, Philip Broberg, Y:2024-RND:3-TOR. |
| 2022-mars-9 |
|---|
| Maple Leafs | | Kraken | Y:2022-RND:5-TOR. |
| Kraken | | Maple Leafs | Justin Schultz, 3 000 000 $ (Salary Cap). |
| 2022-janv.-7 |
|---|
| Maple Leafs | | Senators | Noah Dobson, Isac Lundestrom, Y:2022-RND:1-TOR. |
| Senators | | Maple Leafs | John Tavares. |
| 2021-déc.-17 |
|---|
| Maple Leafs | | Islanders | Ivan Morozov, Matthew Tkachuk, Y:2022-RND:2-TOR. |
| Islanders | | Maple Leafs | Sidney Crosby. |
| 2021-oct.-14 |
|---|
| Maple Leafs | | Red Wings | Trevor van Riemsdyk. |
| Maple Leafs | | Penguins | Par Lindholm. |
| Maple Leafs | | Blackhawks | Robert Hagg. |
| 2021-oct.-4 |
|---|
| Kings | | Maple Leafs | Y:2022-RND:6-LAK. |
| Maple Leafs | | Kings | Matthew Peca, Seth Griffith, Jarred Tinordi, Guillaume Brisebois. |
| Rangers | | Maple Leafs | Y:2022-RND:7-NYR. |
| Maple Leafs | | Rangers | Sam Lafferty. |
| 2021-sept.-13 |
|---|
| Maple Leafs | | Nordiques | Y:2022-RND:7-ARZ. |
| Nordiques | | Maple Leafs | Y:2022-RND:7-CLB. |
| Maple Leafs | | Hurricanes | Y:2022-RND:6-TOR. |
| Hurricanes | | Maple Leafs | Jordan Kawaguchi, Joshua Ho-Sang, Y:2022-RND:7-ARZ. |
| 2021-juin-22 |
|---|
| Maple Leafs | | Red Wings | Y:2021-RND:2-CLB. |
| 2021-juin-16 |
|---|
| Red Wings | | Maple Leafs | Y:2021-RND:2-DET. |
| 2021-juin-13 |
|---|
| Red Wings | | Maple Leafs | Y:2021-RND:2-CLB, Y:2021-RND:6-ANA. |
| Maple Leafs | | Red Wings | Y:2021-RND:2-TOR. |
| 2021-juin-6 |
|---|
| Stars | | Maple Leafs | Nino Niederreiter. |
| Maple Leafs | | Stars | Cale Fleury (P), Josiah Slavin (P), Y:2021-RND:3-WIN. |
| 2021-juin-3 |
|---|
| Maple Leafs | | Hurricanes | Y:2021-RND:1-TOR. |
| 2021-févr.-16 |
|---|
| Maple Leafs | | Ducks | Anthony Beauvillier, Lukas Parik (P), Y:2021-RND:4-TOR. |
| Ducks | | Maple Leafs | Derek Stepan, Y:2021-RND:6-FLA. |
| 2020-oct.-19 |
|---|
| Maple Leafs | | Hurricanes | Mavrik Bourque (P), Y:2022-RND:4-TOR, Conditional Draft Pick - Y:2021-RND:2-TOR. |
| Hurricanes | | Maple Leafs | Dustin Byfuglien, 1 900 000 $ (Salary Cap). |
| 2020-août-10 |
|---|
| Maple Leafs | | Flames | Ryan Callahan. |
| Flames | | Maple Leafs | Y:2022-RND:5-ARZ. |
| 2020-juin-22 |
|---|
| Maple Leafs | | Avalanche | Y:2021-RND:2-WIN. |
| Avalanche | | Maple Leafs | Y:2020-RND:3-CGY. |
| 2020-juin-20 |
|---|
| Maple Leafs | | Blue Jackets | Frederik Gauthier, 1 000 000 $ (Salary Cap), Y:2020-RND:1-TOR. |
| Blue Jackets | | Maple Leafs | Pavel Zacha, Owen Tippett (P). |
| 2020-juin-16 |
|---|
| Maple Leafs | | Ducks | Y:2020-RND:3-DET. |
| Ducks | | Maple Leafs | Brock McGinn, Y:2020-RND:6-TOR. |
| 2020-févr.-24 |
|---|
| Avalanche | | Maple Leafs | Andrew Cogliano. |
| 2020-févr.-20 |
|---|
| Maple Leafs | | Avalanche | Andrew Cogliano. |
| 2020-janv.-17 |
|---|
| Panthers | | Maple Leafs | Tomas Tatar. |
| Maple Leafs | | Panthers | Travis Zajac, Y:2020-RND:4-NAS. |
| 2019-déc.-26 |
|---|
| Stars | | Maple Leafs | Logan Brown, AJ Greer, Y:2022-RND:4-DAL. |
| Maple Leafs | | Stars | Nick Foligno. |
| 2019-nov.-18 |
|---|
| Stars | | Maple Leafs | Matthew Tkachuk, Kevin Fiala, Y:2020-RND:1-COL. |
| Maple Leafs | | Stars | Nikolay Goldobin, Mikko Rantanen. |
| 2019-oct.-18 |
|---|
| Golden Knights | | Maple Leafs | Par Lindholm. |
| 2019-oct.-15 |
|---|
| Maple Leafs | | Predators | Thomas Chabot, Tom Wilson, Y:2020-RND:3-WSH, Y:2021-RND:3-CGY. |
| Predators | | Maple Leafs | Mikko Rantanen, Robert Hagg, Y:2020-RND:4-NAS. |
| 2019-sept.-22 |
|---|
| Penguins | | Maple Leafs | Nick Foligno. |
| Maple Leafs | | Penguins | Tom Kuhnhackl, Y:2021-RND:6-TOR. |
| 2019-sept.-14 |
|---|
| Red Wings | | Maple Leafs | Travis Zajac, Jason Demers, Y:2020-RND:3-DET. |
| Maple Leafs | | Red Wings | Adam Lowry, Cam Dineen (P), Y:2020-RND:5-TOR. |
| 2019-sept.-6 |
|---|
| Panthers | | Maple Leafs | Jarred Tinordi, Nikolay Goldobin, Y:2022-RND:3-FLA. |
| Maple Leafs | | Panthers | Brett Lernout, Jordan Greenway, Y:2021-RND:5-TOR. |
| 2019-août-26 |
|---|
| Maple Leafs | | Flames | Marc-Edouard Vlasic. |
| Flames | | Maple Leafs | Scott Mayfield, Robby Fabbri, Martin Kaut (P), Y:2021-RND:3-CGY. |
| 2019-août-20 |
|---|
| Capitals | | Maple Leafs | Matt Hendricks, Troy Brouwer, Justin Dowling. |
| Maple Leafs | | Capitals | Devin Shore. |
| Maple Leafs | | Jets | Casey Cizikas, Joel Armia, Y:2020-RND:6-TOR. |
| Jets | | Maple Leafs | Adam Lowry, Zach Senyshyn, Y:2021-RND:2-WIN, Y:2021-RND:3-WIN. |
| 2019-juil.-30 |
|---|
| Maple Leafs | | Capitals | Filip Forsberg, Carl Hagelin, Y:2020-RND:7-TOR. |
| Capitals | | Maple Leafs | Nikolaj Ehlers, Isac Lundestrom, Y:2020-RND:3-WSH. |
| Maple Leafs | | Canadiens | Stephen Johns, Artturi Lehkonen, Y:2020-RND:4-TOR. |
| Canadiens | | Maple Leafs | Ryan Callahan, Andrew MacDonald, Y:2020-RND:2-MTL. |
