Stadium: Cancha Central Round: 25 Ground: Clay
| ITF M15 Melilla | 2021/09/25 07:00 | Oscar Mesquida Berg v Diego F Flores | 6-3,7-5 |
| ITF M15 Melilla | 2021/09/24 10:00 | Aaron Cohen v Diego F Flores | 3-6,6-4,3-6 |
| ITF M25 Sintra | 2021/09/15 11:55 | Yuta Shimizu v Diego F Flores | 6-2,6-7,6-2 |
| ITF M25 Sintra | 2021/09/14 13:15 | Diego F Flores v Hans Albert Schubert | 6-2,6-3 |
| ITF M25 Sintra | 2021/09/13 15:05 | Diego F Flores v Jaime Faria | 6-3,6-2 |
| ITF M25 Sintra | 2021/09/07 08:30 | Diego F Flores v Daniel Little | 6-4,0-6,6-10 |
| ITF M25 Sintra | 2021/09/06 10:05 | Diego F Flores v Alan Gleeson | 6-3,6-3 |
| ITF M15 Bratislava | 2021/08/24 10:00 | Vasil Kirkov v Diego F Flores | 6-3,6-3 |
| Challenger Istanbul | 2021/09/14 11:15 | Alexandre Muller v Nick Chappell | 6-4,6-2 |
| Challenger Istanbul | 2021/09/13 07:30 | Nick Chappell v Alexander Shevchenko | 6-4,6-2 |
| Challenger Istanbul | 2021/09/12 09:20 | Nick Chappell v Danylo Kalenichenko | 7-6,6-4 |
| Challenger Kyiv | 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 |