Stadium: Court 5 Round: 25 Ground: Clay
| ITF - M25 Naples | 2024/02/20 14:55 | Jaycer Lyeons v Trey Hilderbrand | 6-4,4-6,7-10 |
| ITF M25 - Wesley Chapel | 2024/01/24 19:30 | Trey Hilderbrand v Nathan Ponwith | 2-6,1-6 |
| ITF M25 - Wesley Chapel | 2024/01/23 15:30 | Trey Hilderbrand v Nicaise Muamba | 6-1,6-4 |
| ITF M25 - Wesley Chapel | 2024/01/22 14:00 | Trey Hilderbrand v Drew Van Orderlain | 6-4,6-3 |
| Drummondville, Canada | 2023/11/12 20:35 | Luca Wiedenmann v Trey Hilderbrand | 6-3,4-6,6-4 |
| ITF M25 Harlingen | 2023/10/26 19:20 | Trey Hilderbrand v Perot, Raphael | 4-6,4-6 |
| ITF M25 Harlingen | 2023/10/25 16:00 | Perego, Giulio v Trey Hilderbrand | 4-6,0-6 |
| ITF M15 Las Vegas | 2023/10/18 19:45 | Trey Hilderbrand v Monday, Johannus | 2-6,6-7 |
| ITF - M25 Naples | 2024/02/20 14:55 | Drew Van Orderlain v Kenta Miyoshi | 3-6,6-0,9-11 |
| ITF - M25 Naples | 2024/02/19 18:00 | Miguel Angel Cabrera v Kenta Miyoshi | 1-6,1-6 |
| ITF M15 Yanagawa | 2023/12/27 02:10 | Kenta Miyoshi v Ko Suzuki | 6-7,3-6 |
| ITF M15 Yanagawa | 2023/12/18 01:00 | Kenta Miyoshi v Hiroki Sakagawa | 4-6,6-2,9-11 |
| Challenger Champaign | 2023/11/16 00:35 | Kenta Miyoshi v Patrick Kypson | 3-6,1-6 |
| Challenger Champaign | 2023/11/15 00:00 | Hunter Heck v Kenta Miyoshi | 3-6,4-6 |
| ITF M15 Champaign | 2023/09/14 15:00 | Kenta Miyoshi v William Grant | 6-7,4-6 |
| ITF M15 Champaign | 2023/09/13 15:00 | Baadi, Taha v Kenta Miyoshi | 3-6,6-2,0-6 |