| Challenger Wroclaw Qual | 2016/02/14 10:00 | Denys Molchanov v Andrei Vasilevski | 4-6,6-3,7-5 |
| Challenger Astana 2 Qual | 2016/11/19 06:20 | Denys Molchanov v Grigoriy Lomakin | 6-3,6-2 |
| Challenger Bratislava Qual | 2016/11/06 12:00 | Petr Michnev v Denys Molchanov | 6-3,7-6 |
| Challenger Bratislava Qual | 2016/11/05 16:30 | Matej Vocel v Denys Molchanov | 2-6,4-6 |
| Challenger Bratislava Qual | 2016/11/05 13:00 | Filip Veger v Denys Molchanov | 4-6,4-6 |
| Challenger Tashkent | 2016/10/12 06:00 | Denis Istomin v Denys Molchanov | 4-6,6-3,6-2 |
| Challenger Tashkent | 2016/10/11 06:50 | Alexander Vasilenko v Denys Molchanov | 6-7,6-7 |
| ITF Ukraine F5 | 2016/09/27 08:40 | Denys Molchanov v Denis Yevseyev | 1-6,6-1,2-6 |
| Challenger Nanchang Qual | 2016/09/11 04:55 | Denys Molchanov v Yusuke Watanuki | 6-3,6-4 |
| Challenger Astana 2 Qual | 2016/11/19 06:20 | Evgeny Danilov v Andrei Vasilevski | 1-6,3-6 |
| Challenger Bratislava Qual | 2016/11/05 10:50 | Andrei Vasilevski v Mikhail Elgin | 6-4,6-7,6-7 |
| Challenger Eckental Qual | 2016/10/29 12:55 | Tristan-Samuel Weissborn v Andrei Vasilevski | 7-6,6-4 |
| Challenger Budapest Qual | 2016/10/23 14:15 | Andrei Vasilevski v Tristan Lamasine | 1-6,6-2,5-7 |
| Challenger Budapest Qual | 2016/10/22 17:10 | Ilija Vucic v Andrei Vasilevski | 3-6,6-7 |
| Challenger Tashkent Qual | 2016/10/09 07:10 | Andrei Vasilevski v Yaraslav Shyla | 2-6,2-6 |
| Challenger Tashkent Qual | 2016/10/08 06:00 | Saida'lo Saidkarimov v Andrei Vasilevski | 4-6,7-6,2-6 |
| Billie Jean King Cup | 2016/09/24 10:30 | Ruan Roelofse v Andrei Vasilevski | 7-6,5-7,7-5 |