Estadio: Stadium 1 Round: 26 Ground: Hardcourt outdoor
| Challenger de Lexington | 2023/08/01 18:40 | Nathan Ponwith v Aidan Mayo | 4-6,1-6 |
| Challenger de Lexington | 2023/07/31 17:10 | Aidan Mayo v Colin Markes | 6-2,7-5 |
| Challenger de Lexington | 2023/07/30 17:30 | Aidan Mayo v Cooper Williams | 6-4,6-3 |
| Challenger de Salinas | 2023/07/24 16:25 | Altug Celikbilek v Aidan Mayo | 6-4,6-2 |
| ITF M25 Dallas | 2023/07/16 15:50 | Aidan Mayo v Mitchell Krueger | 4-6,0-6 |
| ITF M25 Dallas | 2023/07/15 19:00 | Edward Winter v Aidan Mayo | 4-6,4-6 |
| ITF M25 Dallas | 2023/07/14 18:00 | Aidan Mayo v Karl Poling | 6-4,0-6,6-3 |
| ITF M25 Dallas | 2023/07/13 17:10 | Aidan Mayo v Nicholas Godsick | 6-2,6-3 |
| Challenger de Lexington | 2023/08/01 17:05 | Philip Sekulic v Tristan Schoolkate | 6-3,6-7,1-6 |
| Challenger de Salinas | 2023/07/25 16:50 | Tristan Schoolkate v Matija Pecotic | 5-7,6-7 |
| Challenger de Granby | 2023/07/21 23:20 | Alexis Galarneau v Tristan Schoolkate | 6-4,6-3 |
| Challenger de Granby | 2023/07/19 15:50 | Tristan Schoolkate v Arthur Cazaux | 6-3,6-3 |
| Challenger de Granby | 2023/07/18 16:25 | Tristan Schoolkate v Joshua Sheehy | 6-2,6-3 |
| Challenger de Chicago | 2023/07/13 18:20 | Tristan Schoolkate v Ethan Quinn | 6-4,3-6,2-6 |
| Challenger de Chicago | 2023/07/11 15:00 | Altug Celikbilek v Tristan Schoolkate | 4-6,6-7 |
| Challenger de Chicago | 2023/07/10 16:40 | Tristan Schoolkate v Christian Langmo | 6-3,1-6,7-5 |