| 2025 | | Toronto | Patricio O Ward | Arrow McLaren | Chevrolet |
| 2024 | | Toronto | Colton Herta | Andretti Global with Curb-Agajanian | Honda |
| 2023 | | Toronto | Christian Lundgaard | Rahal Letterman Lanigan Racing | Honda |
| 2022 | | Toronto | Scott Dixon | Chip Ganassi Racing | Honda |
| 2019 | | Toronto | Simon Pagenaud | Team Penske | Chevrolet |
| 2018 | | Toronto | Scott Dixon | Chip Ganassi Racing | Honda |
| 2017 | | Toronto | Josef Newgarden | Team Penske | Chevrolet |
| 2016 | | Toronto | Will Power | Team Penske | Chevrolet |
| 2015 | | Toronto | Josef Newgarden | CFH Racing | Chevrolet |
| 2014 | | Toronto | Sébastien Bourdais | KVSH Racing | Chevrolet |
| 2014 | | Toronto | Mike Conway | Ed Carpenter Racing | Chevrolet |
| 2013 | | Toronto | Scott Dixon | Target Chip Ganassi Racing | Honda |
| 2013 | | Toronto | Scott Dixon | Target Chip Ganassi Racing | Honda |
| 2012 | | Toronto | Ryan Hunter-Reay | Andretti Autosport | Chevrolet |
| 2011 | | Toronto | Dario Franchitti | Target Chip Ganassi Racing | Honda |
| 2010 | | Toronto | Will Power | Verizon Team Penske | Honda |
| 2009 | | Toronto | Dario Franchitti | Target Chip Ganassi Racing | Honda |