Head to Head
| OHL | 2020/01/10 00:05 | Windsor v Oshawa | W | 3-6 |
| OHL | 2018/12/02 23:05 | Oshawa v Windsor | L | 1-4 |
| OHL | 2018/11/16 00:05 | Windsor v Oshawa | W | 2-5 |
| OHL | 2018/02/04 19:05 | Oshawa v Windsor | W | 6-3 |
| OHL | 2017/12/03 00:05 | Windsor v Oshawa | L | 3-0 |
| OHL | 2017/02/10 00:05 | Windsor v Oshawa | L | 7-1 |
| OHL | 2016/10/02 22:05 | Oshawa v Windsor | W | 5-2 |
| OHL | 2016/01/15 00:05 | Windsor v Oshawa | L | 4-1 |
Home History
| OHL | 2020/02/22 21:00 | Hamilton v Oshawa | W | 2-5 |
| OHL | 2020/02/22 00:00 | Kingston v Oshawa | L | 4-3 |
| OHL | 2020/02/17 19:05 | Oshawa v Owen Sound | W | 4-3 |
| OHL | 2020/02/16 00:00 | Erie v Oshawa | L | 6-5 |
| OHL | 2020/02/15 00:35 | Oshawa v Sault Ste Marie | L | 5-6 |
| OHL | 2020/02/13 00:05 | Oshawa v Kingston | W | 5-4 |
| OHL | 2020/02/09 23:05 | Oshawa v Flint | L | 3-5 |
| OHL | 2020/02/08 00:35 | Oshawa v Sudbury | W | 5-2 |
Away History
| OHL | 2020/02/23 00:30 | Barrie v Windsor | L | 5-3 |
| OHL | 2020/02/21 00:05 | Windsor v London | L | 2-4 |
| OHL | 2020/02/19 00:05 | Windsor v Sarnia | L | 4-6 |
| OHL | 2020/02/16 19:00 | Ottawa 67s v Windsor | W | 2-3 |
| OHL | 2020/02/15 00:00 | Kingston v Windsor | W | 5-6 |
| OHL | 2020/02/14 00:05 | Peterborough v Windsor | W | 3-7 |
| OHL | 2020/02/09 00:05 | Windsor v Sarnia | L | 4-7 |
| OHL | 2020/02/08 00:05 | Sarnia v Windsor | W | 4-5 |