Round: 26 Ground: Clay
| Challenger Astana 2 | 2016/07/23 09:30 | Anton Zaitcev v Mihail Khaldeev | 6-0,6-3 |
| ITF Russia F3 | 2016/07/06 08:05 | Mihail Khaldeev v Alexander Zhurbin | 6-7,4-6 |
| ITF Russia F3 Qual | 2016/07/04 07:00 | Nikita Mishin v Mihail Khaldeev | 7-6,3-6,4-6 |
| ITF Russia F2 Qual | 2016/06/27 07:00 | Boris Pokotilov v Mihail Khaldeev | 6-4,6-2 |
| ITF Russia F1 | 2016/06/20 10:30 | Mihail Khaldeev v Richard Muzaev | 2-6,4-6 |
| ITF Russia F1 Qual | 2016/06/19 07:00 | Boris Pokotilov v Mihail Khaldeev | 6-4,6-4 |
| ITF Russia F1 Qual | 2016/06/18 09:30 | Oleg Kurbatov v Mihail Khaldeev | 6-7,4-6 |
| ITF Israel F17 | 2015/12/02 09:40 | Mihail Khaldeev v Stanislav Poplavskyy | 1-6,3-6 |
| ITF Russia F4 | 2016/08/02 07:00 | Mikhail Fufygin v Matias Franco Descotte | 6-2,2-6,7-6 |
| ITF Russia F3 | 2016/07/06 11:10 | Mikhail Fufygin v Richard Muzaev | 5-7,2-6 |
| ITF Russia F3 | 2016/07/05 08:30 | Alexander Vasilenko v Mikhail Fufygin | 1-6,1-6 |
| ITF Russia F3 Qual | 2016/07/04 07:00 | Ivan Mikhaylyuk v Mikhail Fufygin | 2-6,3-6 |
| ITF Russia F3 Qual | 2016/07/02 07:00 | Denis Merkulov v Mikhail Fufygin | 4-6,4-6 |
| ITF Russia F2 Qual | 2016/06/26 09:00 | Roman Khassanov v Mikhail Fufygin | 3-6,4-6 |
| ITF Russia F1 | 2016/06/23 08:00 | Mikhail Fufygin v Alexander Bublik | 6-3,3-6,4-6 |
| ITF Russia F1 | 2016/06/22 08:30 | Richard Muzaev v Mikhail Fufygin | 6-3,4-6,4-6 |