Stadium: Court 2 Round: 62 Ground: Clay
| ITF M15 Cairo | 2021/12/01 13:35 | Daniil Ostapenkov v Giuseppe Tresca | 3-6,1-6 |
| ITF M15 Cairo | 2021/11/25 10:20 | Duckhee Lee v Daniil Ostapenkov | 6-4,6-3 |
| ITF M15 Cairo | 2021/11/24 07:55 | Daniil Ostapenkov v Tsung-Hao Huang | 6-1,6-0 |
| ITF M15 Sharm El Sheikh | 2021/11/10 14:05 | Saba Purtseladze v Daniil Ostapenkov | 7-6,6-3 |
| ITF M15 Sharm El Sheikh | 2021/11/03 08:00 | Daniil Ostapenkov v Emiliano Maggioli | 6-3,1-6,2-6 |
| ITF M15 Sharm El Sheikh | 2021/10/27 08:00 | Karim-Mohamed Maamoun v Daniil Ostapenkov | 7-6,6-0 |
| Davis Cup | 2021/09/19 17:40 | Federico Coria v Daniil Ostapenkov | 6-3,6-1 |
| Davis Cup | 2021/09/18 14:00 | Diego Schwartzman v Daniil Ostapenkov | 4-6,3-6 |
| ITF M15 Sharm El Sheikh | 2021/02/01 10:30 | Fabian Marozsan v Kaito Uesugi | 6-1,6-4 |
| ITF M15 Sharm El Sheikh | 2021/01/31 10:30 | Kaito Uesugi v Denis Milchenko | 6-0,6-1 |
| ITF M25 Hong Kong | 2019/06/12 06:55 | Kaito Uesugi v Scott Duncan | 6-4,4-6,5-7 |
| ITF M15 Kashiwa | 2019/04/01 03:00 | Kaito Uesugi v Gengo Kikuchi | 2-6,3-6 |
| ITF M15 Kashiwa | 2019/04/01 00:00 | Kaito Uesugi v Ren Nakamura | 6-2,6-2 |
| Challenger Yokohama | 2019/02/25 02:45 | Luke Saville v Kaito Uesugi | 2-6,6-4,6-2 |
| Challenger Chennai | 2019/02/05 06:30 | Kaito Uesugi v Collin Altamirano | 6-1,3-6,6-7 |
| Challenger Chennai | 2019/02/04 04:30 | Kaito Uesugi v Dhakshineswar Suresh | 6-1,6-3 |