Stadium: Stadium Round: 29 Ground: Hardcourt outdoor
| Challenger Winnipeg - Herredouble | 2023/08/18 22:05 | Harris/Harrison v Aguilar/Baadi | 2-6,6-7 |
| Challenger Winnipeg - Herredouble | 2023/08/17 20:50 | Kwiatkowski/Rodesch v Aguilar/Baadi | 6-1,2-6,3-10 |
| Challenger Winnipeg - Herredouble | 2023/08/17 17:00 | Aguilar/Baadi v Harper/Schnur | 6-3,6-4 |
| Challenger Winnipeg - Herredouble | 2023/08/17 22:00 | Harris/Stevenson v Diallo/Riedi | 2-6,4-6 |
| Challenger Winnipeg - Herredouble | 2023/08/15 22:50 | Diallo/Riedi v Hsu/Shimizu | 7-6,7-6 |