| Year | Winner | Country | ||
|---|---|---|---|---|
| 2023 |
|
Vancouver Whitecaps |
|
Canada |
| 2022 |
|
Vancouver Whitecaps |
|
Canada |
| 2021 |
|
CF Montréal |
|
Canada |
| 2020 |
|
Toronto FC |
|
Canada |
| 2019 |
|
Impact de Montréal |
|
Canada |
| 2018 |
|
Toronto FC |
|
Canada |
| 2017 |
|
Toronto FC |
|
Canada |
| 2016 |
|
Toronto FC |
|
Canada |
| 2015 |
|
Vancouver Whitecaps |
|
Canada |
| 2014 |
|
Impact de Montréal |
|
Canada |
| 2013 |
|
Impact de Montréal |
|
Canada |
| 2012 |
|
Toronto FC |
|
Canada |
| 2011 |
|
Toronto FC |
|
Canada |
| 2010 |
|
Toronto FC |
|
Canada |
| 2009 |
|
Toronto FC |
|
Canada |
| 2008 |
|
CF Montréal |
|
Canada |