Stadium: Center Court Round: 26 Ground: Hardcourt outdoor
| Nur Sultan, Kazakhstan | 2021/07/19 07:05 | Grigoriy Lomakin v Nick Chappell | 3-6,6-7 |
| Nur Sultan, Kazakhstan | 2021/07/12 08:45 | Beibit Zhukayev v Nick Chappell | 4-6,6-3,7-6 |
| ITF M25 Nur-Sultan | 2021/07/07 05:10 | Fayziev, Sanjar v Nick Chappell | 6-4,6-4 |
| ITF M25 Bakio | 2021/06/30 10:00 | Antoine Bellier v Nick Chappell | 3-6,6-4,6-4 |
| Eastbourne, Great Britain | 2021/06/19 15:45 | Nick Chappell v Mikhail Kukushkin | 2-6,3-6 |
| Challenger - Aix en Provence | 2021/06/13 08:30 | Nick Chappell v Doumbia, Sadio | 0-6,4-6 |
| Orlando, USA | 2021/06/07 14:00 | Thiago Agustin Tirante v Nick Chappell | 6-3,6-4 |
| Orlando, USA | 2021/06/06 14:00 | Harrison, Ryan v Nick Chappell | 2-6,6-7 |
| Nur Sultan, Kazakhstan | 2021/07/20 07:20 | Benjamin Lock v Stakhovsky, Sergiy | 3-6,6-3,5-7 |
| Nur Sultan, Kazakhstan | 2021/07/15 06:00 | Stakhovsky, Sergiy v Jason Kubler | 2-6,6-3,2-6 |
| Nur Sultan, Kazakhstan | 2021/07/13 06:10 | Stakhovsky, Sergiy v Pavel Kotov | 7-5,6-2 |
| Challenger Porto | 2021/07/03 10:00 | Altug Celikbilek v Stakhovsky, Sergiy | 6-2,6-1 |
| Challenger Porto | 2021/07/02 12:00 | Goncalo Oliveira v Stakhovsky, Sergiy | 6-7,6-7 |
| Challenger Porto | 2021/06/30 13:45 | Viola, Matteo v Stakhovsky, Sergiy | 2-6,6-4,5-7 |
| Challenger Porto | 2021/06/28 14:50 | Stakhovsky, Sergiy v Soeda, Go | 2-6,6-2,7-6 |
| Wimbledon, London, Great Britain | 2021/06/23 14:15 | Gregoire Barrere v Stakhovsky, Sergiy | 7-5,6-3 |