Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Malaga | 2023/10/08 12:20 | Raul Brancaccio v Nick Chappell | 6-4,6-1 |
| ATP Chengdu | 2023/09/19 07:25 | Nick Chappell v Philip Sekulic | 3-6,6-7 |
| Challenger Guangzhou | 2023/09/12 02:00 | Li Tu v Nick Chappell | 6-1,2-6,6-2 |
| Challenger Shanghai | 2023/09/06 06:20 | Nam Hoang Ly v Nick Chappell | 5-7,6-4,6-0 |
| Challenger Shanghai | 2023/09/04 05:40 | Nick Chappell v Rubin Statham | 7-6,6-4 |
| Challenger Shanghai | 2023/09/03 03:00 | Nick Chappell v Haoda Jiang | 6-1,6-1 |
| Challenger Zhangjiagang | 2023/08/29 04:00 | Nam Hoang Ly v Nick Chappell | 5-7,6-3,6-2 |
| ATP Winston-Salem | 2023/08/19 18:40 | Andrey Kuznetsov v Nick Chappell | 7-5,6-1 |
| ITF - Ahmedabad M15 | 2023/10/10 07:35 | Shivank Bhatnagar v Woobin Shin | 7-5,7-5 |
| ITF - Sapporo M25 | 2023/09/13 00:55 | Woobin Shin v Yuta Kawahashi | 3-6,5-7 |
| ITF - Sapporo M25 | 2023/09/11 01:00 | Woobin Shin v Hiroki Sakagawa | 0-6,6-3,10-7 |
| ITF - Sapporo M25 | 2023/09/06 03:05 | Ko Suzuki v Woobin Shin | 6-1,6-4 |
| ITF - Yinchuan M25 | 2023/08/15 06:40 | Woobin Shin v Aliaksandr Liaonenka | 4-6,6-4,4-6 |
| ITF - Baotou M25 | 2023/08/10 04:05 | Woobin Shin v Mikalai Haliak | 4-6,3-6 |
| ITF - Baotou M25 | 2023/08/08 02:55 | Woobin Shin v Antoine Berger | 7-5,7-6 |
| ITF - Anning M25 | 2023/08/01 05:20 | Hanwen Li v Woobin Shin | 2-6,6-1,6-4 |