Michael Carcone trades
| Ottawa Senators acquire | Date | Toronto Maple Leafs acquire | ||
|---|---|---|---|---|
 | Nikita Zaitsev | July 1, 2019 | Cody Ceci |  |
| Connor Brown | Ben Harpur | |||
| Michael Carcone | Aaron Luchuk | |||
| 2020 3rd round pick | ||||
| Vancouver Canucks acquire | Date | Toronto Maple Leafs acquire | ||
|---|---|---|---|---|
 | Josh Leivo | December 3, 2018 | Michael Carcone | |