Round: 25 Ground: Clay
| ITF Kazakhstan F4 | 2016/04/26 10:30 | Vladimir Ivanov v Markos Kalovelonis | 3-6,2-6 |
| ITF Kazakhstan F3 Qual | 2016/04/20 06:30 | Vladimir Ivanov v Stanislav Poplavskyy | 5-7,5-7 |
| Davis Cup | 2016/03/03 14:00 | Vladimir Ivanov v Granit Bajraliu | 6-0,6-2 |
| ITF Turkey F8 | 2016/02/25 10:50 | Scott Griekspoor v Vladimir Ivanov | 6-2,7-5 |
| ITF Turkey F8 | 2016/02/23 08:00 | Petar Conkic v Vladimir Ivanov | 6-3,3-6,3-6 |
| ITF Estonia F1 | 2015/11/12 13:20 | Vladimir Ivanov v Petr Michnev | 4-6,2-6 |
| ITF Estonia F1 | 2015/11/11 13:25 | Vladimir Ivanov v Mattias Siimar | 6-4,6-7,6-2 |
| ITF Estonia F1 | 2015/11/10 13:45 | Vladimir Ivanov v Pavel Krainik | 6-3,6-2 |
| ITF Ukraine F1 | 2016/05/10 08:25 | Sander Gille v Vasko Mladenov | 6-4,7-5 |
| ITF Kazakhstan F4 | 2016/04/26 06:50 | Alex Molcan v Vasko Mladenov | 6-1,6-3 |
| ITF Kazakhstan F3 Qual | 2016/04/19 06:55 | Matias Zukas v Vasko Mladenov | 6-3,6-2 |
| ITF Egypt F6 | 2016/02/25 08:00 | Antonio Massara v Vasko Mladenov | 6-3,6-3 |
| ITF Egypt F6 | 2016/02/23 08:00 | Vasko Mladenov v Libor Salaba | 3-6,6-3,6-0 |
| ITF Egypt F5 | 2016/02/16 09:25 | Vasko Mladenov v Filip Duda | 6-7,3-6 |
| ITF Tunisia F36 | 2015/12/18 09:00 | Nikola Milojevic v Vasko Mladenov | 6-3,6-4 |
| ITF Tunisia F36 | 2015/12/17 10:00 | Giorgio Ricca v Vasko Mladenov | 6-7,2-6 |