Peter Holland trades
| Chicago Blackhawks acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
 | Peter Holland | February 18, 2019 | Darren Raddysh |  |
| Montreal Canadiens acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
 | Adam Cracknell | November 30, 2017 | Peter Holland | |
| Arizona Coyotes acquire | Date | Toronto Maple Leafs acquire | ||
|---|---|---|---|---|
 | Peter Holland | December 9, 2016 | 2018 conditional 6th round pick |  |
| Toronto Maple Leafs acquire | Date | Anaheim Ducks acquire | ||
|---|---|---|---|---|
| Peter Holland | November 16, 2013 | Jesse Blacker |  |
| Brad Staubitz | 2014 3rd round pick | |||
| 2014 7th round pick | ||||