| 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 |
| Challenger Wroclaw Qual | 2016/02/14 10:00 | Denys Molchanov v Andrei Vasilevski | 4-6,6-3,7-5 |
| Challenger Nanchang Qual | 2016/09/10 05:20 | Yuqing Ning v Yusuke Watanuki | 3-6,4-6 |
| ITF Spain F26 | 2016/08/17 16:25 | Aitor S Llopis v Yusuke Watanuki | 6-2,6-4 |
| ITF Spain F26 | 2016/08/15 14:00 | Luis F Labarta v Yusuke Watanuki | 0-6,2-6 |
| ITF Spain F25 | 2016/08/11 09:30 | Viktor Durasovic v Yusuke Watanuki | 6-3,6-3 |
| ITF Spain F25 | 2016/08/10 10:50 | Oscar M Cornella v Yusuke Watanuki | 1-6,0-6 |
| ITF Spain F24 | 2016/08/04 09:00 | Yannick Mertens v Yusuke Watanuki | 6-4,6-4 |
| ITF Spain F24 | 2016/08/02 18:30 | Yusuke Watanuki v Manuel Montalvo Hidalgo | 6-4,6-1 |
| ITF Japan F8 | 2016/06/19 02:00 | Gengo Kikuchi v Yusuke Watanuki | 4-6,7-6,6-0 |