Round: 54 Ground: Clay
| ITF Russia F3 Qual | 2016/07/04 07:00 | Ivan Mikhaylyuk v Mikhail Fufygin | 2-6,3-6 |
| ITF Russia F3 Qual | 2016/07/03 07:00 | Alexander Ovcharov v Ivan Mikhaylyuk | 2-6,5-7 |
| ITF Russia F2 Qual | 2016/06/26 09:00 | Artur Shakhnubaryan v Ivan Mikhaylyuk | 7-6,6-7,6-3 |
| ITF Russia F2 Qual | 2016/06/25 09:00 | Maksim Mokrousov v Ivan Mikhaylyuk | 3-6,6-7 |
| ITF Russia F1 Qual | 2016/06/18 07:00 | Dmitry Mnushkin v Ivan Mikhaylyuk | 6-7,6-4,6-4 |
| ITF Russia F7 Qual | 2014/08/10 07:00 | Aslan Karatsev v Ivan Mikhaylyuk | 6-3,6-2 |
| ITF Russia F6 Qual | 2014/08/02 06:00 | Ivan Mikhaylyuk v Dmitrii Baskov | 0-6,2-6 |