Stadium: Court 2 Round: 19 Ground: Hardcourt indoor
| Challenger Champaign | 2023/11/12 17:30 | Evan Zhu v Tyler Bowers | 7-6,7-6 |
| Challenger Fairfield | 2023/10/09 17:00 | Evan Zhu v August Holmgren | 6-7,4-6 |
| Challenger Fairfield | 2023/10/08 17:00 | Evan Zhu v Mark Whitehouse | 6-2,6-2 |
| Challenger Tiburon | 2023/10/02 19:15 | Evan Zhu v Alfredo Perez | 4-6,2-6 |
| Challenger Tiburon | 2023/10/01 21:25 | Evan Zhu v Nathan Ponwith | 4-6,6-2,7-6 |
| Challenger Charleston | 2023/09/24 22:20 | Evan Zhu v Stefan Dostanic | 6-4,5-7,0-6 |
| Challenger Guangzhou | 2023/09/11 05:00 | Evan Zhu v Rio Noguchi | 3-6,2-6 |
| Challenger Shanghai | 2023/09/03 04:25 | Evan Zhu v Linang Xiao | 2-6,4-6 |
| Challenger Champaign | 2023/11/12 16:00 | Cooper Williams v Pedro Vives Marcos | 6-2,6-2 |
| Challenger Charlottesville | 2023/10/29 15:25 | Evgeny Karlovskiy v Cooper Williams | 7-6,2-6,6-4 |
| Challenger Lexington | 2023/07/30 17:30 | Aidan Mayo v Cooper Williams | 6-4,6-3 |
| ITF M25 Edwardsville | 2023/07/28 00:00 | Cooper Williams v Quinn Vandecasteele | 3-6,4-6 |
| ITF M25 Edwardsville | 2023/07/26 14:00 | Makoto Ochi v Cooper Williams | 6-7,6-1,5-7 |
| Challenger Savannah | 2023/04/24 15:35 | Cooper Williams v Mateus Alves | 3-6,4-6 |
| Challenger Savannah | 2023/04/23 21:10 | Nathan Ponwith v Cooper Williams | 6-7,4-6 |
| Challenger Tallahassee | 2023/04/17 19:30 | Martin Damm v Cooper Williams | 6-3,6-1 |