Stadium: Court Central Round: 26 Ground: Hardcourt indoor
| Challenger Drummondville | 2023/11/14 19:15 | Colin Markes v Michael Vrbensky | 4-6,6-3,3-6 |
| Challenger Calgary | 2023/11/07 02:25 | Clement Chidekh v Michael Vrbensky | 6-4,6-2 |
| ITF M25 Telavi | 2023/10/22 07:30 | Martin Krumich v Michael Vrbensky | 6-3,6-7,6-4 |
| ITF M25 Telavi | 2023/10/21 07:00 | Michael Vrbensky v Juan Pablo Paz | 6-1,6-2 |
| ITF M25 Telavi | 2023/10/20 08:55 | Damien Wenger v Michael Vrbensky | 5-7,6-7 |
| ITF M25 Telavi | 2023/10/19 10:45 | Ivan Denisov v Michael Vrbensky | 2-6,2-6 |
| ITF M25 Telavi | 2023/10/18 08:00 | Vlad Andrei Dancu v Michael Vrbensky | 7-6,3-6,4-6 |
| ITF M25 Telavi | 2023/10/14 07:00 | Nicholas David Ionel v Michael Vrbensky | 6-7,6-4,6-3 |
| Challenger Drummondville | 2023/11/14 23:30 | Steven Diez v Liam Draxl | 4-6,7-6,1-6 |
| Challenger Calgary | 2023/11/12 22:55 | Dominik Koepfer v Liam Draxl | 4-6,3-6 |
| Challenger Calgary | 2023/11/11 21:10 | Andres Martin v Liam Draxl | 6-7,7-5,3-6 |
| Challenger Calgary | 2023/11/10 22:00 | Liam Draxl v Inaki Montes-De La Torre | 7-5,5-7,6-1 |
| Challenger Calgary | 2023/11/08 17:00 | Liam Draxl v Luke Saville | 6-1,6-2 |
| Challenger Calgary | 2023/11/06 21:00 | Kimmer Coppejans v Liam Draxl | 4-6,1-6 |
| ITF M25 Edmonton | 2023/11/04 19:50 | Justin Boulais v Liam Draxl | 6-4,6-1 |
| ITF M25 Edmonton | 2023/11/04 00:55 | Liam Draxl v Enzo Wallart | 6-0,6-2 |