Stadion: Court 2 Round: 14 Ground: Hardcourt outdoor
| Challenger - Kiew | 2021/09/06 11:25 | Nick Chappell v Oleksii Krutykh | 3-6,6-3,1-6 |
| Challenger - Mallorca | 2021/09/02 14:30 | Tobias Kamke v Nick Chappell | 6-2,6-4 |
| Challenger - Mallorca | 2021/09/01 14:00 | Nick Chappell v Evgeny Karlovskiy | 6-3,6-1 |
| Challenger - Mallorca | 2021/08/31 08:00 | Rafael Giotis v Nick Chappell | 3-6,4-6 |
| Challenger - Mallorca | 2021/08/30 08:00 | Joan Nadal v Nick Chappell | 1-6,2-6 |
| Challenger - Prag | 2021/08/23 10:00 | Kaichi Uchida v Nick Chappell | 6-4,3-6,6-1 |
| ITF - M25 - Prostejov | 2021/08/19 08:15 | Alex Rybakov v Nick Chappell | 6-2,7-6 |
| ITF - M25 - Prostejov | 2021/08/18 10:30 | Daniel Paty v Nick Chappell | 4-6,3-6 |
| Challenger - Kiew | 2021/09/06 08:00 | Danylo Kalenichenko v Ivan Gakhov | 4-6,2-6 |
| Challenger - Kiew | 2021/09/05 09:25 | Otto Virtanen v Danylo Kalenichenko | 6-3,2-6,4-6 |
| ITF - M15 - Bratislava | 2021/08/29 08:00 | Mate Valkusz v Danylo Kalenichenko | 6-0,6-2 |
| ITF - M15 - Bratislava | 2021/08/28 09:00 | Pavel Nejedly v Danylo Kalenichenko | 4-6,2-6 |
| ITF - M15 - Bratislava | 2021/08/27 09:50 | Stefan Palosi v Danylo Kalenichenko | 4-6,5-7 |
| ITF - M15 - Bratislava | 2021/08/26 08:00 | Gorazd Srbljak v Danylo Kalenichenko | 6-7,0-6 |
| ITF - M15 - Bratislava | 2021/08/25 08:00 | Lukas Palovic v Danylo Kalenichenko | 2-6,2-6 |
| ITF - M15 - Bratislava | 2021/08/17 10:30 | Peter Fajta v Danylo Kalenichenko | 4-6,6-3,6-2 |