Stadium: Court 3 Round: 54 Ground: Hardcourt indoor
| ITF - M15 Monastir - Calificari | 2019/12/08 08:30 | Ivan Mikhaylyuk v Edward Hubner | 3-6,3-6 |
| ITF - M15 Monastir | 2019/12/02 12:30 | Sergey Bolotov v Ivan Mikhaylyuk | 6-1,0-6,10-8 |
| 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 |