Stadium: Court 2 Round: 26 Ground: Hardcourt indoor
| ITF - M25 Falun | 2021/09/27 12:00 | Sergey Fomin v Vasil Kirkov | 3-6,2-6 |
| ITF - M25 Plaisir | 2021/09/17 11:30 | Thomas Laurent v Vasil Kirkov | 6-7,1-6 |
| ITF - M25 Plaisir | 2021/09/16 07:55 | Vasil Kirkov v Marvin Moeller | 2-6,7-6,7-6 |
| ITF - M25 Plaisir | 2021/09/14 10:35 | Vasil Kirkov v Melvin Manuel | 6-4,6-2 |
| Challenger - Banja Luka | 2021/09/05 10:50 | Vasil Kirkov v Mircea-Alexandru Jecan | 4-6,4-6 |
| ITF M15 - Ulcinj | 2021/09/02 10:10 | Ignacio Carou v Vasil Kirkov | 3-6,6-1,6-4 |
| ITF M15 - Ulcinj | 2021/08/31 10:20 | Luca Teboul v Vasil Kirkov | 1-6,1-6 |
| ITF M15 - Bratislava | 2021/08/28 08:55 | Mate Valkusz v Vasil Kirkov | 7-5,6-4 |
| ITF - M25 Falun | 2021/09/28 10:55 | Leopold Zima v Marvin Moeller | 6-3,6-3 |
| ITF - M25 Falun | 2021/09/27 10:20 | Leopold Zima v Jonathan Stenberg | 6-4,6-4 |
| ITF - M25 Falun | 2021/09/26 08:00 | Leopold Zima v Nicolas Kobelt | 6-4,6-2 |
| ITF M25 - Trier | 2021/08/25 09:00 | Marvin Moeller v Leopold Zima | 6-1,7-5 |
| ITF M25 - Trier | 2021/08/23 15:05 | Leopold Zima v Benito Sanchez Martinez | 6-1,7-5 |
| ITF M25 - Trier | 2021/08/23 10:30 | Leopold Zima v Lennart Melzer | 6-1,6-1 |
| ITF M25 - Überlingen | 2021/08/19 12:30 | Ergi Kirkin v Leopold Zima | 5-7,6-0,6-3 |
| ITF M25 - Überlingen | 2021/08/18 12:55 | Leopold Zima v Martin Benes | 6-2,6-1 |