Stadium: Brenda Meyers Court Round: 29 Ground: Hardcourt indoor
| Challenger Charlottesville | 2023/11/04 19:25 | Aidan Mayo v Ethan Quinn | 3-6,6-4,6-3 |
| Challenger Charlottesville | 2023/11/03 18:55 | Alexander Ritschard v Aidan Mayo | 3-6,4-6 |
| Challenger Charlottesville | 2023/10/31 19:25 | Aidan Mayo v Alafia Ayeni | 7-5,6-2 |
| Challenger Charlottesville | 2023/10/30 17:30 | Aidan Mayo v Christian Harrison | 2-6,7-5,6-2 |
| Challenger Charlottesville | 2023/10/29 23:05 | Aidan Mayo v Douglas Yaffa | 6-2,6-2 |
| ITF M25 Saint-Augustin | 2023/10/28 15:00 | Mohamed Aziz Dougaz v Aidan Mayo | 6-3,7-6 |
| ITF M25 Saint-Augustin | 2023/10/27 19:10 | Aidan Mayo v Giles Hussey | 7-6,7-6 |
| ITF M25 Saint-Augustin | 2023/10/26 22:30 | Aidan Mayo v Keenan Mayo | 6-1,7-5 |
| Challenger Charlottesville | 2023/11/04 17:30 | Beibit Zhukayev v Patrick Kypson | 6-4,7-6 |
| Challenger Charlottesville | 2023/11/03 17:20 | Beibit Zhukayev v Nino Serdarusic | 6-3,6-4 |
| Challenger Charlottesville | 2023/11/02 18:30 | Inaki Montes-De La Torre v Beibit Zhukayev | 4-6,6-7 |
| Challenger Charlottesville | 2023/10/30 21:10 | Thai-Son Kwiatkowski v Beibit Zhukayev | 6-4,6-7,6-7 |
| Challenger Shenzhen | 2023/10/18 02:00 | Beibit Zhukayev v Aleksandar Kovacevic | 4-6,7-6,0-6 |
| Challenger Shenzhen | 2023/10/17 02:00 | Beibit Zhukayev v Xiaofei Wang | 6-3,6-4 |
| Challenger Shenzhen | 2023/10/13 03:00 | Beibit Zhukayev v Egor Gerasimov | 7-6,2-6,3-6 |
| Challenger Shenzhen | 2023/10/12 02:00 | Thanasi Kokkinakis v Beibit Zhukayev | 3-6,4-6 |