Stadium: Court 3 Round: 25 Ground: Hardcourt indoor
| ITF M25 Idanha-A-Nova | 2021/07/15 13:00 | Daniel Little v Tiago Cacao | 4-6,0-6 |
| 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 Skopje | 2021/06/01 08:00 | Niels Visker v Tom Gentzsch | 6-4,6-1 |
| ITF M15 Skopje | 2021/05/31 08:00 | Tom Gentzsch v Louis Allen | 7-6,2-6,13-11 |
| ITF M15 Skopje | 2021/05/30 07:00 | Aloys J W Van Baal v Tom Gentzsch | 1-6,7-5,7-10 |
| ITF M15 Heraklion | 2021/05/17 07:00 | Milan Welte v Tom Gentzsch | 6-0,6-3 |
| ITF M15 Heraklion | 2021/05/16 06:30 | Cheraag Bajwa v Tom Gentzsch | 2-6,1-6 |
| ITF M25 Meerbusch | 2021/04/12 12:00 | Alexey Vatutin v Tom Gentzsch | 6-3,6-1 |
| ITF M25 Meerbusch | 2021/04/12 07:30 | Tom Gentzsch v Fred Olivier Schommer | 7-6,6-2 |