| Date/Season | Transaction |
|---|
| 6/27/2020 | Vancouver Canucks send Jesse Blacker to the Buffalo Sabres for John DeGray (rental) |
| 1/17/2020 | Edmonton Oilers send Lucas Lessio to the Florida Panthers for John DeGray |
| 10/11/2018 | Vancouver Canucks send John DeGray to the Pittsburgh Penguins for Stephen Johns |
| 8/6/2016 | Vancouver Canucks send Adam Larsson, Alexander Burmistrov, Erik Cernak, Erik Karlsson, Rene Bourque, Ryan Pulock, Vladislav Namestnikov to the Pittsburgh Penguins for Gabriel Dumont, John DeGray, Mattias Weinhandl, Michael Stone, Mikko Koskinen, Ryan McDonagh, Simon Danis-Pepin, Zdenek Bahensky, $3,000,000 |
| 6/17/2016 | Pittsburgh Penguins send Vladimir Mihalik to the Calgary Flames for John DeGray, Simon Despres |
| 1/25/2016 | Columbus Blue Jackets send Jay Bouwmeester, John DeGray to the Calgary Flames for Paul Stastny, CGY 2020 Rnd 3 |
| 9/8/2015 | Nashville Predators send Dick Axelsson, Jay Bouwmeester, John DeGray, Rasmus Bengtsson to the Columbus Blue Jackets for Ben Scrivens, Trevor Daley, TOR 2020 Rnd 3 |
| 2010 | Drafted in the 3rd round, 68th overall by Vancouver |
