Stadium: Court 3 Round: 54 Ground: Hardcourt outdoor
| 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 |
| ITF M25 Edwardsville | 2023/07/25 13:30 | Kenta Miyoshi v Gabrielius Guzauskas | 2-6,2-6 |
| ITF M25 Edwardsville | 2023/07/24 14:00 | Kenta Miyoshi v Oliver Okonkwo | 6-3,6-4 |
| ITF M25 Champaign | 2023/07/21 15:00 | Kenta Miyoshi v Naoki Nakagawa | 2-6,4-6 |
| ITF M25 Sapporo | 2023/09/11 01:00 | Woobin Shin v Hiroki Sakagawa | 0-6,6-3,10-7 |
| ITF M25 Sapporo | 2023/09/10 01:00 | Hiroki Sakagawa v Hiroyasu Ehara | 6-7,6-1,10-6 |
| ITF M25 Sapporo | 2023/09/05 04:20 | Shuichi Sekiguchi v Hiroki Sakagawa | 6-3,6-2 |
| ITF M25 Sapporo | 2023/09/04 00:55 | Hiroki Sakagawa v Omar Fields | 5-7,6-3,13-11 |
| ITF M25 Sapporo | 2023/09/03 01:00 | Naoki Tajima v Hiroki Sakagawa | 2-6,3-6 |
| ITF M25 Anseong | 2023/06/21 03:40 | Hiroki Sakagawa v Duckhee Lee | 1-6,2-6 |
| ITF M25 Anseong | 2023/06/19 05:25 | Seung Woo Cho v Hiroki Sakagawa | 6-1,1-6,6-10 |
| ITF M25 Anseong | 2023/06/19 01:00 | Hyun Woo Cho v Hiroki Sakagawa | 6-4,2-6,4-10 |