| Date/Season | Transaction |
|---|---|
| 2/21/2019 | Detroit Red Wings send Sonny Milano, DET 2023 Rnd 1 to the Columbus Blue Jackets for Curtis Lazar, James Sheppard, TB 2023 Rnd 3, $1,000,000 |
| 2/23/2017 | Calgary Flames send Jonas Brodin, Sonny Milano, NYR 2023 Rnd 1 to the Detroit Red Wings for Andy Rogers |
| 2020 | Drafted in the 1st round, 17th overall by Calgary (from New Jersey) |
