Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Idanha-A-Nova | 2021/07/14 08:00 | Martim L Prata v Daniel Little | 2-6,3-6 |
| ITF M25 Idanha-A-Nova | 2021/07/13 07:55 | Miguel Damas v Daniel Little | 3-6,7-6,7-10 |
| ITF M25 Idanha-A-Nova | 2021/07/12 11:35 | Daniel Little v Bekkhan Atlangeriev | 6-2,4-6,10-2 |
| ITF M15 Heraklion | 2021/06/09 11:50 | Alexander Donski v Daniel Little | 1-6,6-3,6-1 |
| ITF M15 Heraklion | 2021/06/08 06:30 | Rishab Agarwal v Daniel Little | 5-7,1-6 |
| ITF M15 Heraklion | 2021/06/03 06:30 | Daniel Little v Yuki Mochizuki | 7-6,4-6,3-6 |
| ITF M15 Heraklion | 2021/06/01 10:30 | Mark Whitehouse v Daniel Little | 4-6,1-6 |
| ITF M15 Heraklion | 2021/05/23 12:00 | Lorenzo Joaquin Rodriguez v Daniel Little | 6-3,6-3 |
| ITF M25 Idanha-A-Nova | 2021/07/14 11:05 | Roy Smith v Tiago Cacao | 5-7,6-3,6-7 |
| ITF M15 Almada | 2021/07/06 10:30 | Tiago Cacao v Fabio Coelho | 6-7,4-6 |
| ITF M15 Monastir | 2021/06/19 08:30 | Tiago Cacao v Luciano Darderi | 3-6,2-6 |
| ITF M15 Monastir | 2021/06/18 10:20 | Moez Echargui v Tiago Cacao | 5-7,3-6 |
| ITF M15 Monastir | 2021/06/17 08:20 | Ozan Baris v Tiago Cacao | 2-6,3-6 |
| ITF M15 Monastir | 2021/06/16 08:30 | Terence Atmane v Tiago Cacao | 4-6,7-6,2-6 |
| ITF M15 Monastir | 2021/06/08 11:20 | Tiago Cacao v Moez Echargui | 3-6,4-6 |
| Challenger Oeiras | 2021/05/24 11:50 | Tiago Cacao v Tung-Lin Wu | 1-6,1-6 |