| Stoney Creek Tournament | Rink Hockey Academy - Winnipeg | 1 | Champlain College | 10 | 09/15/2023 | 2:15 pm | Mainway Arena - Stoney Creek, ON |
| Stoney Creek Tournament | Rink Hockey Academy - Winnipeg | 1 | Central York U22 | 3 | 09/16/2023 | 8:45 am | Mainway Arena - Stoney Creek, ON |
| Stoney Creek Tournament | Rink Hockey Academy - Winnipeg | 2 | Andre Laurendeau | 2 | 09/16/2023 | 9:30 am | Mohawk 4 Plex - Stoney Creek, ON |
| Stoney Creek Tournament | Rink Hockey Academy - Winnipeg | 0 | North York U22 | 3 | 09/16/2023 | 3:30 pm | Mohawk 4 Plex - Stoney Creek, ON |
| Stoney Creek Tournament | Rink Hockey Academy - Winnipeg | 2 | Milwaukee Jr. Admirals | 0 | 09/17/2023 | 9:30 am | Mainway Arena - Stoney Creek, ON |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | Rink Hockey Academy - Kelowna | | 09/29/2023 | 2:30 pm | South Okanagan Events Centre - Penticton, BC |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | North Shore Warriors | | 09/30/2023 | 1:45 pm | South Okanagan Events Centre - Penticton, BC |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | Delta Hockey Academy Black | | 10/01/2023 | 1:45 pm | South Okanagan Events Centre - Penticton, BC |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | Okanagan Hockey Academy Black | | 10/02/2023 | 11:15 am | Okanagan Hockey Training Centre |
| Flex Game | Pilot Mound Academy | | Rink Hockey Academy - Winnipeg | | 10/08/2023 | 2:00 pm | Black Jack Stewart Arena |
| Flex Game | St. Mary's Academy | | Rink Hockey Academy - Winnipeg | | 10/11/2023 | 4:30 pm | Hockey For All Centre |
| Flex Game | Rink Hockey Academy - Winnipeg | | Pilot Mound Hockey Academy | | 10/21/2023 | 6:00 pm | RINK Training Centre |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | TBD | | 10/26/2023 | 12:00 pm | Edge School - Calgary, AB |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | TBD | | 10/27/2023 | 12:00 pm | Edge School - Calgary, AB |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | TBD | | 10/28/2023 | 12:00 pm | Edge School - Calgary, AB |
| CSSHL Showcase | Rink Hockey Academy - Winnipeg | | TBD | | 10/29/2023 | 12:00 pm | Edge School - Calgary, AB |