Stadium: Hard Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF - M15 Heraklion | 2020/03/06 10:30 | Vasil Kirkov v Filip Cristian Jianu | 0-6,3-6 |
| ITF - M15 Heraklion | 2020/10/27 07:00 | Vasil Kirkov v Mateus Alves | 6-2,6-1 |
| ITF - M15 Heraklion | 2020/10/26 10:30 | Vasil Kirkov v Tadeas Paroulek | 7-6,6-4 |
| Battle of Bradenton | 2020/07/04 14:00 | Vasil Kirkov v William Bushamuka | 7-5,6-2 |
| Battle of Bradenton | 2020/07/03 14:00 | Vasil Kirkov v Paolo Lorenzi | 4-6,4-6 |
| Battle of Bradenton | 2020/07/02 14:15 | Vasil Kirkov v Nicolas Mejia | 7-6,4-6,10-5 |
| Battle of Bradenton | 2020/06/27 14:00 | Vasil Kirkov v Nicolas Mejia | 7-6,6-4 |
| Battle of Bradenton | 2020/06/26 14:00 | Sebastian Korda v Vasil Kirkov | 6-4,6-4 |
| Battle of Bradenton | 2020/06/20 15:30 | Adrian Andreev v Vasil Kirkov | 6-2,6-4 |
| Challenger - Sibiu | 2020/09/19 10:05 | Filip Cristian Jianu v Elmar Ejupovic | 4-6,2-6 |
| Challenger - Iași | 2020/09/16 09:00 | Joao Menezes v Filip Cristian Jianu | 7-6,6-2 |
| Challenger - Iași | 2020/09/15 07:00 | Teymuraz Gabashvili v Filip Cristian Jianu | 4-6,6-4,2-6 |
| ITF - M15 Boekarest | 2020/09/12 07:00 | Filip Cristian Jianu v Franco Agamenone | 4-6,1-6 |
| ITF - M15 Boekarest | 2020/09/11 07:00 | Filip Cristian Jianu v Dan Added | 6-3,6-4 |
| ITF - M15 Boekarest | 2020/09/10 06:55 | Filip Cristian Jianu v Radu Mihai Papoe | 6-4,6-4 |
| ITF - M15 Boekarest | 2020/09/08 10:30 | Filip Cristian Jianu v Dragos Nicolae Madaras | 6-4,6-1 |
| ITF - M25 Poznan | 2020/08/25 12:00 | Filip Cristian Jianu v Mircea-Alexandru Jecan | 4-6,1-6 |