Stadium: Court 3 Round: 44 Ground: Hardcourt outdoor
| ITF Vietnam F3 | 2017/11/20 03:00 | Ivan Mikhaylyuk v Sergey Bolotov | 6-3,6-3 |
| ITF M15 Monastir | 2019/12/02 08:00 | Sergey Bolotov v Shunsuke Wakita | 7-5,7-6 |
| ITF M15 Monastir | 2019/12/01 08:00 | Tom Pisane v Sergey Bolotov | 4-6,6-4,8-10 |
| ITF M15 Sajur | 2019/09/04 10:40 | Piotr Grynkowski v Sergey Bolotov | 7-5,6-1 |
| ITF M15 Sajur | 2019/09/03 07:00 | Joshua Luck v Sergey Bolotov | 4-6,6-4,3-10 |
| ITF M15 Minsk | 2019/08/20 07:15 | Sergey Bolotov v Anney Laska | 6-4,3-6,5-10 |
| ITF M15 Minsk | 2019/08/19 12:20 | Sergey Bolotov v Kaysar Bekimov | 6-2,6-2 |
| ITF M15 Tabarka | 2019/08/12 14:30 | Sergey Bolotov v Miguel Fernando Pereira | 6-7,4-6 |
| ITF M15 Tabarka | 2019/08/05 15:00 | Sergey Bolotov v Daniele Capecchi | 3-6,5-7 |
| ITF M15 Monastir | 2019/12/01 08:00 | Ivan Mikhaylyuk v Mhamed Affes | 6-0,6-0 |
| ITF M15 Burgas | 2019/10/08 12:00 | Tomislav Jotovski v Ivan Mikhaylyuk | 6-3,6-2 |
| ITF M15 Burgas | 2019/10/07 11:30 | Marko Pavlovic v Ivan Mikhaylyuk | 0-6,1-6 |
| ITF M15 Burgas | 2019/10/07 07:00 | Stefan Cizelj-Zivkovic v Ivan Mikhaylyuk | 4-6,0-6 |
| ITF M15 Varna | 2019/09/10 06:30 | Vasko Mladenov v Ivan Mikhaylyuk | 6-3,6-3 |
| ITF M15 Minsk | 2019/08/21 09:45 | Ivan Mikhaylyuk v David Volfson | 1-6,0-6 |
| ITF M15 Minsk | 2019/08/20 07:00 | Ivan Mikhaylyuk v Daniil Kakhniuk | 6-1,6-4 |
| ITF M15 Minsk | 2019/08/19 10:05 | Ivan Mikhaylyuk v Mohammad Khaled Abou Khamis | 6-0,6-0 |