Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Skopje | 2021/06/04 10:05 | Oscar Moraing v Alexis Gautier | 0-6,0-6 |
| ITF M15 Skopje | 2021/06/03 09:55 | Oscar Moraing v Aziz Ouakaa | 4-6,6-3,6-1 |
| ITF M15 Skopje | 2021/06/02 13:20 | Marko Miladinovic v Oscar Moraing | 6-7,0-6 |
| ITF M15 Skopje | 2021/06/01 08:00 | Luigi Sorrentino v Oscar Moraing | 6-1,3-6,5-10 |
| ITF M15 Skopje | 2021/05/31 12:30 | Stefan Ivic v Oscar Moraing | 5-7,1-6 |
| ITF M15 Skopje | 2021/05/30 14:00 | Petar Jovic v Oscar Moraing | 2-6,0-6 |
| ITF M15 Sibenik | 2021/05/20 12:45 | Timo Legout v Oscar Moraing | 7-5,6-3 |
| ITF M15 Sibenik | 2021/05/19 16:55 | Yan Sabanin v Oscar Moraing | 5-7,2-6 |
| 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 M15 Heraklion | 2021/05/19 06:30 | Yuta Shimizu v Daniel Little | 6-7,6-3,6-4 |
| ITF M15 Heraklion | 2021/05/17 09:30 | Daniel Little v David Eisenzapf | 6-3,6-3 |
| UK Pro League | 2021/05/02 09:00 | Daniel Little v Julian Cash | 5-7,2-6 |