Head to Head
| OHL | 2018/12/02 23:05 | Oshawa v Windsor | W | 1-4 |
| OHL | 2018/11/16 00:05 | Windsor v Oshawa | L | 2-5 |
| OHL | 2018/02/04 19:05 | Oshawa v Windsor | L | 6-3 |
| OHL | 2017/12/03 00:05 | Windsor v Oshawa | W | 3-0 |
| OHL | 2017/02/10 00:05 | Windsor v Oshawa | W | 7-1 |
| OHL | 2016/10/02 22:05 | Oshawa v Windsor | L | 5-2 |
| OHL | 2016/01/15 00:05 | Windsor v Oshawa | W | 4-1 |
| OHL | 2016/01/10 23:05 | Oshawa v Windsor | W | 2-4 |
Home History
| OHL | 2020/01/05 19:00 | North Bay v Windsor | W | 2-3 |
| OHL | 2020/01/05 00:05 | Sudbury v Windsor | W | 2-3 |
| OHL | 2020/01/04 00:07 | Sault Ste Marie v Windsor | W | 4-10 |
| OHL | 2019/12/31 19:05 | Windsor v Flint | W | 5-2 |
| OHL | 2019/12/29 19:00 | Flint v Windsor | W | 2-5 |
| OHL | 2019/12/29 00:05 | Saginaw v Windsor | L | 4-1 |
| OHL | 2019/12/21 00:05 | Sarnia v Windsor | W | 4-5 |
| OHL | 2019/12/20 00:05 | Windsor v Mississauga | W | 5-4 |
Away History
| OHL | 2020/01/05 00:05 | Saginaw v Oshawa | L | 8-4 |
| OHL | 2020/01/04 00:00 | Flint v Oshawa | L | 5-4 |
| OHL | 2020/01/01 19:05 | Oshawa v Ottawa 67s | L | 2-5 |
| OHL | 2019/12/29 23:05 | Oshawa v North Bay | L | 5-6 |
| OHL | 2019/12/29 00:30 | Barrie v Oshawa | W | 5-6 |
| OHL | 2019/12/21 00:35 | Oshawa v Ottawa 67s | L | 4-5 |
| OHL | 2019/12/20 00:05 | Peterborough v Oshawa | L | 4-1 |
| OHL | 2019/12/15 23:05 | Oshawa v Guelph | W | 5-2 |