Stadium: Court Central Round: 27 Ground: Hardcourt indoor
| Challenger Drummondville MD | 2023/11/16 01:25 | Broom/Jones v Draxl/Hussey | 3-6,5-7 |
| Challenger Drummondville MD | 2023/11/15 15:00 | Duncan/Stevenson v Kiger/Sigouin | 4-6,6-3,10-8 |
| Challenger Calgary MD | 2023/11/10 02:30 | Bergs/Diallo v Duncan/Stevenson | 7-6,6-7,10-5 |
| Challenger Calgary MD | 2023/11/08 00:10 | Dougaz/Lock v Duncan/Stevenson | 2-6,3-6 |
| Challenger Ismaning MD | 2023/11/01 14:25 | Duncan/Stevenson v Chandrasekar/Prashanth | 7-6,6-7,4-10 |
| Challenger Granby MD | 2023/07/20 16:00 | Duncan/Stevenson v Schoolkate/Walton | 2-6,2-6 |
| Challenger Granby MD | 2023/07/19 17:50 | Gonzales/Lawson v Duncan/Stevenson | 3-6,4-6 |
| Challenger Chicago MD | 2023/07/12 23:05 | Duncan/Stevenson v Shimizu/Sigouin | 2-6,5-7 |
| Challenger Bloomfield Hills MD | 2023/07/06 22:15 | Schoolkate/Walton v Duncan/Stevenson | 6-3,7-6 |