Stadium: Court 7 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Tallahassee | 2023/10/25 14:00 | Karl Poling v Ryan Dickerson | 6-7,6-1,6-2 |
| ITF M15 Las Vegas | 2023/10/19 20:50 | Ryan Dickerson v Thai-Son Kwiatkowski | 2-6,3-6 |
| ITF M15 Las Vegas | 2023/10/18 22:30 | Kaylan Bigun v Ryan Dickerson | 6-7,7-6,3-6 |
| ITF M25 Las Vegas | 2023/10/17 13:00 | Maxwell Exsted v Ryan Dickerson | 4-6,3-6 |
| ITF M25 Las Vegas | 2023/10/16 13:00 | Huzaifa Abdul Rehman v Ryan Dickerson | 3-6,6-1,3-10 |
| ITF M15 Ithaca | 2023/10/04 14:00 | Ryan Dickerson v Gabriel Evans | 2-6,4-6 |
| ITF M15 Albuquerque | 2023/09/28 14:00 | Ryan Dickerson v William Grant | 5-7,1-6 |
| ITF M15 Albuquerque | 2023/09/27 16:25 | Alfredo Perez v Ryan Dickerson | 3-6,3-6 |
| ITF M25 Monastir | 2023/11/05 08:00 | Giacomo Crisostomo v Felix Mischker | 2-6,6-1,4-10 |
| ITF M25 Sunderland | 2023/10/30 13:20 | Felix Mischker v Ewan Moore | 6-2,3-6,8-10 |
| ITF M25 Sunderland | 2023/10/29 16:35 | Felix Mischker v Sizya Ernest Kivanda | 6-4,6-2 |
| ITF M25 Tavira | 2023/10/09 16:00 | Francisco Oliveira v Felix Mischker | 6-2,6-2 |
| ITF M25 Tavira | 2023/10/08 09:00 | Mateusz Cislo v Felix Mischker | 1-6,3-6 |
| ITF M25 Monastir | 2023/09/14 11:00 | Andres Martin v Felix Mischker | 6-3,7-5 |
| ITF M25 Monastir | 2023/09/13 10:15 | Felix Mischker v Matteo Fondriest | 7-5,6-4 |
| ITF M25 Monastir | 2023/09/11 13:45 | Max Benaim v Felix Mischker | 2-6,3-6 |