Stadium: Pista 1 Round: 14 Ground: Hardcourt outdoor
| Challenger Prague | 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 |
| ITF M25 Prostejov | 2021/08/17 07:55 | Robert Rumler v Nick Chappell | 0-6,4-6 |
| Challenger Segovia | 2021/07/25 14:00 | Luca Vanni v Nick Chappell | 6-1,6-2 |
| Challenger Nur-Sultan | 2021/07/23 05:00 | Oleksii Krutykh v Nick Chappell | 3-6,6-3,7-5 |
| Challenger Nur-Sultan | 2021/07/21 06:30 | Nick Chappell v Sergiy Stakhovsky | 7-6,6-4 |
| Challenger Nur-Sultan | 2021/07/19 07:05 | Grigoriy Lomakin v Nick Chappell | 3-6,6-7 |