Round: 25 Ground: Clay
| 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 |
| Challenger Wroclaw | 2016/02/16 10:00 | Albano Olivetti v Denys Molchanov | 6-2,7-6 |
| ITF Ukraine F4 | 2016/09/21 07:00 | Lukas Mugevicius v Denis Yevseyev | 6-3,6-2 |
| ITF Ukraine F4 | 2016/09/20 08:00 | Vladyslav Lobak v Denis Yevseyev | 3-6,3-6 |
| ITF Russia F8 Qual | 2016/09/04 07:00 | Denis Yevseyev v Yash Vardhan Singh | 6-3,6-0 |
| ITF Russia F7 Qual | 2016/08/27 07:00 | Denis Yevseyev v Nikita Mishin | 7-5,4-6,0-6 |
| ITF Belarus F1 | 2016/08/08 10:05 | Dzmitry Zhyrmont v Denis Yevseyev | 6-3,2-6,6-4 |
| Challenger Astana 2 | 2016/07/25 08:20 | Denis Yevseyev v Yuya Kibi | 0-6,4-6 |
| ITF Uzbekistan F4 | 2016/06/01 07:45 | Denis Yevseyev v Temur Ismailov | 6-1,5-7,0-6 |
| ITF Uzbekistan F4 | 2016/05/30 09:05 | Alexander Boborykin v Denis Yevseyev | 4-6,4-6 |