Stadium: Court 3 Round: 44 Ground: Clay
| ITF - M15 Heraklion | 2021/06/08 08:00 | Matteo De Vincentis v Yaron Guberman | 4-6,5-7 |
| ITF - M15 Heraklion | 2021/06/07 07:30 | Joshua Paris v Matteo De Vincentis | 5-7,1-6 |
| ITF - M15 Heraklion | 2021/06/06 09:00 | Vasilios Caripi v Matteo De Vincentis | 2-6,2-6 |
| 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 - M25 Belehrad | 2021/06/27 09:00 | Valentin Vanta v Aleksa Mardjonovic | 5-7,3-6 |
| UTR Pro Tennis Series - Bukurešť | 2021/06/06 06:00 | Yanais Laurent v Valentin Vanta | 2-6,1-5 |
| UTR Pro Tennis Series - Bukurešť | 2021/06/05 10:00 | Ioan Alexandru Chirita v Valentin Vanta | 2-6,6-3,4-6 |
| UTR Pro Tennis Series - Bukurešť | 2021/06/04 11:30 | Warren Sinius v Valentin Vanta | 0-6,2-6 |
| UTR Pro Tennis Series - Bukurešť | 2021/06/03 12:00 | Vlad Andrei Dancu v Valentin Vanta | 7-5,6-3 |
| UTR Pro Tennis Series - Bukurešť | 2021/06/03 06:00 | Kuzey Cekirge v Valentin Vanta | 6-3,7-5 |
| UTR Pro Tennis Series - Bukurešť | 2021/06/02 13:00 | Valentin Vanta v Samuil Konov | 4-6,6-2,6-2 |
| ITF - M15 Bukurešť | 2021/05/24 09:30 | Jaimee Floyd Angele v Valentin Vanta | 6-3,6-3 |