| 2023-Jun-26 |
|---|
 |  |  | Y:2023-RND:4-TOR. |
| | | Boris Katchouk (65), Patrick Brown (65). |
| 2023-Jun-24 |
|---|
| |  | Y:2025-RND:2-TOR. |
| | | Jan Rutta (71), Y:2023-RND:4-TOR. |
| 2023-Feb-28 |
|---|
| |  | Jordan Greenway (70). |
| | | Cal Clutterbuck (69). |
| 2023-Feb-26 |
|---|
| |  | Dmitri Voronkov (P), Y:2025-RND:5-TOR, Y:2023-RND:5-PHI. |
| | | Mason Marchment (70). |
| 2023-Feb-14 |
|---|
 | | | Brayden McNabb (75), Y:2023-RND:5-PHI. |
| | | Dillon Dube (67), Y:2024-RND:2-TOR. |
| 2023-Jan-12 |
|---|
| |  | Andy Greene (70). |
| | | Alex Green (58). |
| 2023-Jan-11 |
|---|
| | | Mark Pysyk (70). |
| | | Alex Green (58), Y:2024-RND:4-TOR. |
| 2022-Dec-8 |
|---|
| | | Marc-Edouard Vlasic (71), Y:2025-RND:6-TOR. |
| | | Mark Borowiecki (69). |
| | | Jordan Oesterle (66), Y:2023-RND:4-TOR, Y:2024-RND:6-TOR. |
| | | Radek Faksa (70). |
| |  | Ryan O'Reilly (77), Y:2025-RND:1-TOR. |
| | | Chris Kreider (79), Nicolas Deslauriers (65). |
| 2022-Jul-23 |
|---|
| | | Derek Forbort (74), Y:2024-RND:5-TOR. |
| | | Jacob Middleton (70). |
| 2022-Jul-6 |
|---|
| |  | $2,000,000 (Money), Y:2023-RND:5-TOR. |
| | | Y:2022-RND:5-ANA, Y:2022-RND:6-WPJ. |
| 2022-Jun-24 |
|---|
| |  | Y:2023-RND:7-TOR. |
| | | Jordan Martinook (66). |
| | | Jimmy Vesey (65). |
| | | Henry Thrun (P), Y:2023-RND:6-TOR. |
| 2022-Mar-25 |
|---|
| | | Y:2022-RND:5-TOR. |
| | | Sam Carrick (65). |
| | | Y:2022-RND:6-TOR. |
| | | Wayne Simmonds (67). |
| 2022-Feb-6 |
|---|
| | | Y:2022-RND:4-TOR. |
| | | Blake Comeau (69). |
| 2022-Feb-4 |
|---|
 | | | Jacob MacDonald (63). |
| | | Y:2022-RND:7-TOR. |
| 2022-Feb-3 |
|---|
 | | | Derek Forbort (71). |
| | | Kevin Shattenkirk (72). |
| 2022-Feb-2 |
|---|
 | | | Brett Connolly (65), Fredrik Claesson (60), Kyle Turris (66), Ryan O'Reilly (79). |
| | | Filip Chytil (67), Morgan Frost (60), Tomas Tatar (72), Ryan Suzuki (P). |
| 2022-Feb-1 |
|---|
| | | Shea Theodore (70), Steven Stamkos (76), Owen Power (P), Y:2023-RND:1-DAL, Y:2023-RND:3-TOR, Y:2024-RND:3-TOR. |
| | | Connor McDavid (83), Robert Bortuzzo (66). |
| 2021-Dec-29 |
|---|
 | | | Shea Theodore (70), MacKenzie Weegar (74). |
| | | Oliver Ekman-Larsson (74), Filip Zadina (65), Zach Whitecloud (66), Y:2022-RND:1-TOR, Y:2023-RND:1-TOR, Conditional Draft Pick - Y:2024-RND:1-TOR. |
| | | Johnny Gaudreau (74). |
| | | Matt Duchene (70), Chaz Lucius (P), Y:2022-RND:2-TOR, Y:2023-RND:2-TOR. |
 | | | Dillon Dube (66), Max Jones (66). |
| | | Christian Fischer (68), Vitaly Kravtsov (59). |
| 2021-Dec-10 |
|---|
| | | Martin Necas (72), Nazem Kadri (72), Riley Nash (67). |
| | | Steven Stamkos (76). |
| 2021-Jul-15 |
|---|
| | | Y:2021-RND:2-TOR, Y:2021-RND:3-MTL, Y:2021-RND:3-OTT, Y:2021-RND:3-TOR. |
| | | Y:2021-RND:1-COL. |
| 2021-Jul-13 |
|---|
 | | | Julien Gauthier (62). |
| | | Y:2022-RND:3-TOR. |
| 2021-Jul-11 |
|---|
| |  | Craig Smith (70). |
| 2021-Jul-7 |
|---|
| | | Y:2021-RND:1-TOR. |
| | | Y:2023-RND:1-DAL. |
| 2021-Apr-11 |
|---|
 | | | Morgan Frost (64). |
| | | Jordan Staal (72). |
| 2021-Mar-28 |
|---|
| | | Josh Morrissey (69). |
| | | Jordan Greenway (69). |
| 2021-Jan-26 |
|---|
| |  | Radko Gudas (72), Y:2021-RND:6-TOR. |
| | | Y:2021-RND:3-OTT. |
| 2020-Nov-28 |
|---|
| | | Alexander Dergachyov (P), Y:2021-RND:7-TOR. |
| | | Martin Marincin (66). |
| 2020-Jun-24 |
|---|
| | | Y:2020-RND:7-OTT. |
| 2020-Jun-18 |
|---|
| | | Y:2021-RND:1-DET, Y:2021-RND:4-OTT. |
| | | Y:2020-RND:1-MTL, Y:2020-RND:2-LAS, Y:2020-RND:2-OTT, Y:2020-RND:3-TOR. |
| | | Thomas Harley (P), Y:2020-RND:1-TOR, Y:2020-RND:6-TOR. |
| | | Filip Chytil (67), Y:2020-RND:1-MTL, Y:2021-RND:3-MTL. |
| 2020-Feb-20 |
|---|
| | | Jared Coreau (57). |
| | | Jimmy Howard (76), Y:2021-RND:4-TOR. |
| 2020-Feb-18 |
|---|
 | | | Y:2020-RND:2-OTT, Y:2020-RND:5-OTT, Y:2020-RND:7-OTT. |
| | | Gabriel Bourque (65), Ivan Barbashev (68), Korbinian Holzer (69). |
| 2019-Nov-18 |
|---|
| | | Ryan Nugent-Hopkins (78). |
| | | Filip Zadina (P), Thomas Harley (P). |
| 2019-Oct-14 |
|---|
| | | Y:2020-RND:5-CGY. |
| | | Tyler Pitlick (68). |
| 2019-Oct-2 |
|---|
| |  | Domenick Fensore (P), Y:2021-RND:4-NAS. |
| | | Christian Fischer (66). |
| 2019-Sep-27 |
|---|
| | | Y:2020-RND:4-TOR, Y:2020-RND:7-TOR. |
| | | Ben Street (64), Korbinian Holzer (69). |
| 2019-Jun-30 |
|---|
| | | Jansen Harkins (60). |
| | | Y:2021-RND:4-NAS. |
| 2019-Jun-21 |
|---|
| | | Y:2020-RND:5-CGY. |
| | | Corey Crawford (70). |
| | | Alexander Romanov (P). |
| | | Y:2020-RND:2-LAS. |
| 2018-Jun-30 |
|---|
| | | Matt Duchene (77). |
| | | Jake Bean (P), Y:2019-RND:2-MTL, Y:2019-RND:3-PIT, Y:2020-RND:2-TOR. |
| 2018-Jun-18 |
|---|
| | | Y:2018-RND:2-TOR. |
| | | Y:2019-RND:2-MTL, Y:2019-RND:3-PIT. |
| |  | Y:2018-RND:1-TOR, Y:2018-RND:3-TOR. |
| | | Y:2018-RND:1-VAN. |
| 2017-Jun-18 |
|---|
| | | Y:2017-RND:1-NAS. |
| | | Y:2017-RND:1-TOR, Y:2017-RND:2-TOR. |
| 2017-Jun-11 |
|---|
| | | Chris Wideman (58). |
| 2016-Jun-21 |
|---|
| | | Marian Hossa (76), $1,000,000, Y:2017-RND:6-TOR. |
| | | Y:2017-RND:4-CBJ. |
| 2016-Jun-19 |
|---|
| | | Y:2016-RND:3-CAR, Y:2016-RND:3-TOR, Y:2017-RND:7-TOR. |
| | | Y:2016-RND:2-MTL. |
| | | Y:2016-RND:1-CAR, Y:2016-RND:2-CAR, Y:2016-RND:2-TOR. |
| | | Y:2016-RND:1-FLA. |
