Estádio: Court 1 Round: 54 Ground: Clay
| ITF - M25 Naples | 2024/02/19 15:00 | Alejandro H Franco v Drew Van Orderlain | 5-7,1-6 |
| ITF - M15 Sunrise | 2024/02/07 19:05 | Evan Bynoe v Drew Van Orderlain | 6-3,6-1 |
| ITF - M15 Sunrise | 2024/02/06 17:45 | Matthew Segura v Drew Van Orderlain | 6-4,2-6,10-12 |
| ITF - M15 Sunrise | 2024/02/05 15:00 | Drew Van Orderlain v Mwendwa Mbithi | 4-6,7-5,10-3 |
| ITF - M25 Wesley Chapel | 2024/01/22 14:00 | Trey Hilderbrand v Drew Van Orderlain | 6-4,6-3 |
| ITF - M25 Ithaca | 2024/01/17 17:00 | Henrik Wiersholm v Drew Van Orderlain | 6-3,6-2 |
| ITF - M25 Ithaca | 2024/01/16 15:30 | Noah Eisenberg v Drew Van Orderlain | 1-6,0-6 |
| ITF - M25 Ithaca | 2024/01/15 15:00 | Jack McCarthy v Drew Van Orderlain | 4-6,2-6 |
| 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 | Taha Baadi v Kenta Miyoshi | 3-6,6-2,0-6 |
| ITF - M25 Southaven | 2023/08/08 18:30 | Kenta Miyoshi v Karlis Ozolins | 6-7,1-6 |