| Date/Season | Transaction |
|---|
| 5/29/2022 | Los Angeles Kings send Ben Bishop, Ryan Clowe (rental) to the Toronto Maple Leafs for EDM 2028 Rnd 3, PIT 2030 Rnd 3, $750,000 |
| 1/19/2021 | Ottawa Senators send Ryan Clowe (rental) to the San Jose Sharks for Zach Hyman, SJS 2027 Rnd 3, SJS 2031 Rnd 1 |
| 9/22/2020 | Ottawa Senators send Nikita Kucherov, Elias Lindholm to the Buffalo Sabres for Ryan Clowe, Nick Paul, NAS 2026 Rnd 1, $3,000,000 |
| 2/15/2012 | Inclusion Draft send Ryan Clowe to the Philadelphia Flyers for 16th pick |
| 2/6/2010 | Chicago Blackhawks send Ryan Clowe to the San Jose Sharks for Ruslan Bashkirov, SJS 2013 Rnd 3 |
