Round: 25 Ground: Hardcourt indoor
| Challenger - Calgary | 2023/11/10 23:00 | Gabriel Diallo v Mohamed Aziz Dougaz | 6-3,6-2 |
| Challenger - Calgary | 2023/11/09 22:45 | Gabriel Diallo v Joao Sousa | 5-7,7-5,6-3 |
| Challenger - Calgary | 2023/11/08 04:30 | Gabriel Diallo v Andrew Paulson | 4-6,7-6,6-4 |
| Challenger - Brest | 2023/10/24 11:15 | Radu Albot v Gabriel Diallo | 6-7,6-2,6-3 |
| Challenger - Brest | 2023/10/23 09:00 | Gabriel Diallo v Geoffrey Blancaneaux | 6-4,4-6,7-6 |
| Challenger - Brest | 2023/10/22 08:00 | Gabriel Diallo v Niels Villard | 7-6,6-1 |
| Challenger - Bratislava | 2023/10/15 13:00 | Gabriel Diallo v Joris De Loore | 6-0,7-5 |
| Challenger - Bratislava | 2023/10/14 14:10 | Gabriel Diallo v Martin Damm | 7-6,6-2 |
| 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 |
| ITF M25 - Telavi | 2023/10/13 07:45 | Michael Vrbensky v Andrey Chepelev | 5-7,6-2,6-1 |