Stadium: Court 10 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2021/09/13 12:00 | Daniel Little v Iago D Alvarez | 6-1,6-3 |
| ITF M25 Sintra | 2021/09/08 09:00 | Anton Matusevich v Daniel Little | 6-4,6-4 |
| 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 12:30 | Mikel Martinez v Daniel Little | 3-6,3-6 |
| UK Pro League | 2021/08/28 10:00 | Daniel Little v Ewan Moore | 6-0,6-7,10-6 |
| UK Pro League | 2021/08/26 16:00 | Daniel Little v Jack Gibbens | 6-3,6-7,12-14 |
| UK Pro League | 2021/08/25 11:15 | Daniel Little v Sean Hodkin | 2-6,6-7 |
| UK Pro League | 2021/08/23 13:00 | Evan Hoyt v Daniel Little | 3-6,7-6,10-5 |
| ITF M25 Sintra | 2021/09/13 12:00 | Afonso Portugal v Alan F R Fierros | 2-6,2-6 |
| ITF M25 Sintra | 2021/09/06 13:45 | Fabio Coelho v Alan F R Fierros | 3-6,7-5,11-9 |
| ITF M25 Sintra | 2021/09/05 08:30 | Alan F R Fierros v Luigi Castelletti | 6-2,6-0 |
| ITF M15 Monastir | 2021/08/31 08:00 | Kyle Seelig v Alan F R Fierros | 6-2,6-4 |
| ITF M15 Monastir | 2021/08/30 10:00 | Alan F R Fierros v Rishi Reddy | 6-3,6-3 |
| ITF M15 Monastir | 2021/08/25 09:00 | Dane Sweeny v Alan F R Fierros | 6-4,6-3 |
| ITF M15 Monastir | 2021/08/16 07:30 | Mwendwa Mbithi v Alan F R Fierros | 6-7,6-4,10-6 |
| ITF M15 Monastir | 2021/08/15 08:30 | Samir Hamza Reguig v Alan F R Fierros | 5-7,1-6 |