Stadium: Court 1N Round: 29 Ground: Hardcourt outdoor
| ITF M15 Champaign | 2023/09/16 15:00 | Liam Draxl v Shunsuke Mitsui | 6-2,6-2 |
| ITF M15 Champaign | 2023/09/15 15:00 | Liam Draxl v Patrick Maloney | 6-7,6-4,6-4 |
| ITF M15 Champaign | 2023/09/14 17:00 | Liam Draxl v Perry Gregg | 6-2,6-7,7-5 |
| ITF M15 Champaign | 2023/09/12 15:00 | Liam Draxl v Atakan Karahan | 6-4,6-0 |
| ATP Toronto | 2023/08/05 15:00 | Liam Draxl v Diego Schwartzman | 6-7,4-6 |
| ITF M25 Laval | 2023/07/15 14:00 | Liam Draxl v Blaise Bicknell | 2-6,3-6 |
| ITF M25 Laval | 2023/07/14 16:45 | Liam Draxl v Philip Sekulic | 7-6,6-4 |
| ITF M25 Laval | 2023/07/13 19:10 | Liam Draxl v Sasha Rozin | 6-4,6-3 |
| ITF M15 Champaign | 2023/09/16 15:00 | William Grant v Ezekiel Clark | 4-6,6-2,6-3 |
| ITF M15 Champaign | 2023/09/15 17:40 | William Grant v Hunter Heck | 7-6,6-1 |
| ITF M15 Champaign | 2023/09/14 15:00 | Kenta Miyoshi v William Grant | 6-7,4-6 |
| ITF M15 Champaign | 2023/09/13 20:25 | William Grant v Maxwell McKennon | 6-4,6-3 |
| ITF M15 Pittsburgh | 2023/07/27 17:40 | William Grant v Jesse Flores | 6-4,2-6,4-6 |
| ITF M15 Pittsburgh | 2023/07/25 16:00 | Tyler Zink v William Grant | 6-7,4-6 |
| ITF M15 Rochester | 2023/07/18 23:00 | William Grant v Jelani Sarr | 3-6,6-3,2-6 |
| ITF M15 Wroclaw | 2023/06/25 11:30 | William Grant v Stepan Baum | 2-6,2-6 |