| Challenger Tashkent Qual | 2016/10/10 05:00 | Marcelo Demoliner v Alexander Vasilenko | 4-6,4-6 |
| Challenger Tashkent Qual | 2016/10/09 07:25 | Alexander Vasilenko v Vladimir Ivanov | 7-6,6-4 |
| Challenger Tashkent Qual | 2016/10/08 09:30 | Alexander Vasilenko v Gero Kretschmer | 7-6,6-3 |
| ITF Russia F8 | 2016/09/10 12:30 | Alexander Vasilenko v Alexander Bublik | 3-6,5-7 |
| ITF Russia F8 | 2016/09/09 08:00 | Dzmitry Zhyrmont v Alexander Vasilenko | 4-6,6-3,3-6 |
| ITF Russia F8 | 2016/09/07 10:10 | Alexander Vasilenko v Vitaly Kozyukov | 7-6,6-3 |
| ITF Russia F8 | 2016/09/05 08:00 | Vladimir Korolev v Alexander Vasilenko | 3-6,1-6 |
| ITF Russia F7 | 2016/08/30 10:35 | Alexander Vasilenko v Evgeny Tyurnev | 6-4,5-7,4-6 |
| 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 Nanchang Qual | 2016/09/10 09:15 | Denys Molchanov v Ang Ji | 6-1,6-4 |
| Challenger Shanghai | 2016/09/06 02:00 | Denys Molchanov v Jason Jung | 2-6,3-6 |
| Challenger Bangkok 4 | 2016/08/30 07:10 | Denys Molchanov v Amir Weintraub | 5-7,1-6 |
| Challenger Astana 2 | 2016/07/25 06:30 | Denys Molchanov v Edoardo Eremin | 3-6,4-6 |
| Wimbledon Qual | 2016/06/21 13:05 | Nikoloz Basilashvili v Denys Molchanov | 6-2,6-1 |
| Challenger Zhuhai | 2016/03/08 03:05 | Thomas Fabbiano v Denys Molchanov | 6-3,6-7,6-1 |