Stadium: Hard 20 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2021/05/30 09:00 | Rishab Agarwal v Vasilios Caripi | 6-1,6-4 |
| ITF M15 Heraklion | 2021/05/23 10:00 | Gianmarco Ferrari v Vasilios Caripi | 6-3,6-0 |
| ITF M15 Jerusalem | 2021/05/10 07:00 | Reese Stalder v Vasilios Caripi | 2-6,6-1,10-4 |
| ITF M15 Ramat Hasharon | 2021/05/03 07:00 | Scott Duncan v Vasilios Caripi | 6-0,6-1 |
| ITF M15 Sharm El Sheikh | 2021/04/04 07:30 | Lukas Pokorny v Vasilios Caripi | 6-1,6-2 |
| ITF M15 Sharm El Sheikh | 2021/03/28 17:30 | Oleg Khotkov v Vasilios Caripi | 6-2,6-0 |
| ITF M15 Sharm El Sheikh | 2021/03/21 08:00 | Vasilios Caripi v Arvid Nordquist | 1-6,6-7 |
| ITF M15 Heraklion | 2020/11/24 08:30 | Vasilios Caripi v Federico Arnaboldi | 2-6,1-6 |
| ITF M15 Heraklion | 2021/06/02 13:50 | Nicolas Alvarez Varona v Matteo De Vincentis | 6-4,6-2 |
| ITF M15 Heraklion | 2021/06/01 06:30 | Toby D. Boyer v Matteo De Vincentis | 2-6,3-6 |
| ITF M15 Heraklion | 2021/05/30 09:00 | Matteo De Vincentis v Alexander Gaponenko | 6-3,6-1 |
| ITF M15 Heraklion | 2021/05/25 08:00 | Rishab Agarwal v Matteo De Vincentis | 7-6,6-4 |
| ITF M15 Heraklion | 2021/05/24 08:00 | Bradley Paliska v Matteo De Vincentis | 1-6,4-6 |
| ITF M15 Heraklion | 2021/05/23 10:00 | Matteo De Vincentis v Lorenzo Brunetti | 6-3,6-4 |
| ITF M15 Tabarka | 2019/08/05 07:30 | Giacomo Dambrosi v Matteo De Vincentis | 6-1,6-1 |
| ITF M15 Tabarka | 2019/07/22 07:30 | Diego F Flores v Matteo De Vincentis | 6-4,6-4 |