Stadium: Court 2 Round: 44 Ground: Clay
| ITF M15 Sofia | 2021/07/05 07:00 | Plamen Milushev v Leonid Sheyngezikht | 3-6,6-3,9-11 |
| ITF M15 Sofia | 2021/07/04 07:30 | Vlad Andrei Dumitru v Leonid Sheyngezikht | 1-6,4-6 |
| ITF M25 Belgrade | 2021/06/29 08:40 | Leonid Sheyngezikht v Dusan Milanovic | 6-3,4-6,10-12 |
| ITF M25 Belgrade | 2021/06/28 10:00 | Leonid Sheyngezikht v Giovanni Oradini | 3-6,6-3,10-5 |
| ITF M25 Belgrade | 2021/06/27 09:00 | Aleksa Daskalovic v Leonid Sheyngezikht | 4-6,2-6 |
| ITF M15 Skopje | 2021/06/08 07:30 | Petr Michnev v Leonid Sheyngezikht | 6-2,2-6,10-6 |
| ITF M15 Skopje | 2021/06/07 08:30 | Leonid Sheyngezikht v Ondrej Horak | 6-0,7-5 |
| ITF M15 Skopje | 2021/06/06 07:30 | Paul Valsecchi v Leonid Sheyngezikht | 6-7,4-6 |
| ITF M15 Sofia | 2021/07/05 07:00 | Franco Roncadelli v Nikola Kolyachev | 6-4,6-1 |
| ITF M15 Sofia | 2021/07/04 07:30 | Franco Roncadelli v Alessandro Procopio | 6-2,6-3 |
| ITF M15 Antalya | 2021/06/28 09:25 | Francisco Llanes v Franco Roncadelli | 3-6,7-5,10-7 |
| ITF M15 Antalya | 2021/06/20 07:00 | Pawel Juszczak v Franco Roncadelli | 6-2,6-3 |
| ITF M15 Antalya | 2021/06/13 07:30 | Mircea-Alexandru Jecan v Franco Roncadelli | 6-4,6-2 |
| ITF M15 Antalya | 2021/06/10 10:30 | Franco Roncadelli v Damien Wenger | 1-6,0-6 |
| ITF M15 Antalya | 2021/06/09 11:40 | Franco Roncadelli v Hasan Ibrahim | 5-7,6-1,6-2 |
| ITF M15 Antalya | 2021/06/08 07:00 | Franco Roncadelli v Guillaume Dermiens | 6-2,6-0 |