Stadium: Court 5 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Tulsa | 2023/06/20 13:00 | Hank Trondson v Gus Tettamble | 6-4,6-3 |
| Challenger Granby | 2023/07/16 15:00 | Jaden Weekes v Ezekiel Clark | 5-7,6-2,5-7 |
| ITF M25 Laval | 2023/07/14 14:00 | Jaden Weekes v James Tracy | 4-6,2-6 |
| ITF M25 Laval | 2023/07/12 14:00 | John Mercer v Jaden Weekes | 1-6,2-6 |
| ITF M15 Lakewood | 2023/07/05 16:55 | Jaden Weekes v Gage Brymer | 6-7,5-7 |
| Challenger Drummondville | 2022/11/14 16:45 | Jaden Weekes v Kai Wehnelt | 2-6,4-6 |
| Challenger Drummondville | 2022/11/13 18:00 | David Poljak v Jaden Weekes | 4-6,6-7 |
| Challenger Calgary | 2022/11/08 21:00 | Jaden Weekes v Skander Mansouri | 2-6,4-6 |
| ITF M25 Saint-Augustin | 2022/10/26 21:30 | Jaden Weekes v Jonathan Sorbo | 5-7,4-6 |