Stadium: Court 5 Round: 54 Ground: Clay
| ITF M15 Sozopol | 2019/05/08 08:40 | Altug Celikbilek v Ivan Mikhaylyuk | 4-6,6-1,6-3 |
| ITF M15 Sozopol | 2019/05/06 07:00 | Ivan Mikhaylyuk v Andrej Popovic | 6-1,6-1 |
| ITF M25 Kazan | 2019/03/11 09:30 | Maxim Ratniuk v Ivan Mikhaylyuk | 6-3,6-1 |
| ITF M25 Kazan | 2019/01/21 09:30 | Ivan Mikhaylyuk v Martin Borisiouk | 6-7,6-4,7-10 |
| ITF Russia F5 Qual | 2018/08/05 06:00 | Andrey Budanov v Ivan Mikhaylyuk | 6-4,4-6,0-6 |
| ITF Russia F4 Qual | 2018/07/30 09:05 | Ivan Mikhaylyuk v Alexey Baryshev | 4-6,3-6 |
| ITF Russia F4 Qual | 2018/07/29 11:00 | Philipp Klimov v Ivan Mikhaylyuk | 5-7,4-6 |
| ITF Russia F4 Qual | 2018/07/29 07:00 | Ivan Mikhaylyuk v Ivan Zaytsev | 6-3,6-3 |
| ITF M15 Kalmar | 2019/05/15 11:50 | Adrian Oetzbach v George Botezan | 5-7,3-6 |
| ITF M15 Kalmar | 2019/05/14 08:15 | Martins Rocens v Adrian Oetzbach | 7-6,2-6,1-10 |
| ITF M15 Kalmar | 2019/05/13 11:30 | Edis Nokic v Adrian Oetzbach | 1-6,3-6 |
| ITF USA F24 | 2018/09/13 18:05 | Matej Vocel v Adrian Oetzbach | 6-0,6-1 |
| ITF USA F24 | 2018/09/12 16:30 | Adrian Oetzbach v Jianhui Li | 6-4,6-4 |
| ITF USA F24 | 2018/09/10 17:00 | Adrian Oetzbach v Ishaan Ravichander | 6-3,6-1 |
| ITF USA F24 | 2018/09/09 18:00 | Adrian Oetzbach v Bradley Frye | 1-6,6-4,7-6 |
| Challenger Meerbusch Qual | 2018/08/12 09:40 | Marc Sieber v Adrian Oetzbach | 6-0,6-0 |