| Ligue Canadienne de Football, Playoffs | 2023/07/15 22:00 | Ooty Black Pearl FC v Dynamo Toronto FC | D | 3-3 |
| Ligue Canadienne de Football, Playoffs | 2023/09/09 20:00 | Dynamo Toronto FC v SC Hamilton City | L | 1-2 |
| Ligue Canadienne de Football, Playoffs | 2023/08/26 18:00 | SC Scarborough v Dynamo Toronto FC | L | 2-1 |
| Ligue Canadienne de Football, Playoffs | 2023/08/19 22:00 | Serbian White Eagles v Dynamo Toronto FC | L | 4-0 |
| Ligue Canadienne de Football, Playoffs | 2023/07/29 20:00 | Dynamo Toronto FC v Toronto Falcons | W | 3-2 |
| Ligue Canadienne de Football, Playoffs | 2023/07/22 22:00 | Weston United FC v Dynamo Toronto FC | W | 1-9 |
| Ligue Canadienne de Football, Playoffs | 2023/07/15 22:00 | Ooty Black Pearl FC v Dynamo Toronto FC | D | 3-3 |
| Ligue Canadienne de Football, Playoffs | 2023/07/08 20:00 | SC Hamilton City v Dynamo Toronto FC | W | 0-3 |
| Ligue Canadienne de Football, Playoffs | 2023/06/17 20:00 | Toronto Falcons v Dynamo Toronto FC | W | 1-2 |
| Ligue Canadienne de Football, Playoffs | 2023/09/09 22:00 | Ooty Black Pearl FC v SC Scarborough | L | 1-8 |
| Ligue Canadienne de Football, Playoffs | 2023/08/26 22:00 | Toronto Falcons v Ooty Black Pearl FC | L | 8-0 |
| Ligue Canadienne de Football, Playoffs | 2023/08/12 20:00 | SC Hamilton City v Ooty Black Pearl FC | L | 4-2 |
| Ligue Canadienne de Football, Playoffs | 2023/07/29 18:00 | Ooty Black Pearl FC v Weston United FC | L | 2-3 |
| Ligue Canadienne de Football, Playoffs | 2023/07/22 20:00 | Ooty Black Pearl FC v Serbian White Eagles | L | 1-4 |
| Ligue Canadienne de Football, Playoffs | 2023/07/15 22:00 | Ooty Black Pearl FC v Dynamo Toronto FC | D | 3-3 |
| Ligue Canadienne de Football, Playoffs | 2023/07/08 22:00 | SC Scarborough v Ooty Black Pearl FC | L | 5-0 |
| Ligue Canadienne de Football, Playoffs | 2023/06/24 22:00 | Ooty Black Pearl FC v Toronto Falcons | L | 0-1 |