Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Albuquerque | 2023/09/27 16:25 | Alfredo Perez v Ryan Dickerson | 3-6,3-6 |
| ITF M15 Albuquerque | 2023/09/26 14:00 | Ryan Dickerson v Luca Staeheli | 6-0,6-4 |
| ITF M15 Albuquerque | 2023/09/25 14:00 | Ryan Dickerson v Ryoma Matsushita | 6-1,6-2 |
| ITF M25 Champaign | 2023/09/11 15:00 | Ryan Dickerson v Pierce Rollins | 4-6,1-6 |
| ITF M15 Pittsburgh | 2023/07/27 17:15 | Ryan Dickerson v Darian King | 7-5,1-6,1-6 |
| ITF M15 Pittsburgh | 2023/07/26 17:40 | Tyler Stice v Ryan Dickerson | 6-2,4-6,1-6 |
| ITF M15 Pittsburgh | 2023/07/25 14:00 | Ryan Dickerson v Semen Pankin | 6-1,6-1 |
| ITF M15 Pittsburgh | 2023/07/24 14:00 | Ryan Dickerson v Nicholas Heng | 6-3,6-3 |
| ITF M15 Albuquerque | 2023/09/27 14:00 | William Grant v Felix Corwin | 6-4,3-6,7-6 |
| ITF M15 Albuquerque | 2023/09/26 14:00 | William Grant v Yassine Smiej | 6-2,6-2 |
| ITF M15 Champaign | 2023/09/17 15:00 | Liam Draxl v William Grant | 6-1,6-3 |
| 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 |