Stadium: Stadium Round: 27 Ground: Hardcourt outdoor
| Challenger Tyler MD | 2023/06/06 20:10 | Bolt/Harris v Hach Verdugo H / Krueger M | 6-4,6-3 |
| Challenger Little Rock MD | 2023/05/31 19:15 | Bolt/Harris v Shimizu/Uchiyama | 4-6,6-4,7-10 |
| Challenger Tyler MD | 2023/06/08 02:40 | Alves/Heide v Matsui/Uesugi | 1-6,2-6 |
| Challenger Little Rock MD | 2023/05/31 20:50 | Dougaz/Escoffier v Matsui/Uesugi | 6-4,6-4 |
| Challenger - Busan - Doubles Hommes | 2023/05/10 08:15 | Hijikata/Tu v Matsui/Uesugi | 7-5,7-6 |
| Challenger - Gwangju - Doubles Hommes | 2023/05/04 07:50 | Harris L / Smith J-P v Matsui/Uesugi | 7-5,6-4 |
| Challenger - Gwangju - Doubles Hommes | 2023/05/03 05:00 | Gomez/Holt v Matsui/Uesugi | 2-6,3-6 |
| Challenger Seoul MD | 2023/04/29 09:40 | Purcell M / Uchiyama Y v Matsui/Uesugi | 6-3,6-3 |
| Challenger Seoul MD | 2023/04/28 08:20 | Diallo/Vukic v Matsui/Uesugi | 2-6,6-3,6-10 |
| Challenger Seoul MD | 2023/04/27 05:35 | Matsui/Uesugi v Jeong S / Lee S-R | 4-6,6-3,10-4 |