Stadium: Court 3 Round: 54 Ground: Hardcourt indoor
| Monastir, Singles Qualifying M-ITF-TUN-52A | 2019/12/08 08:30 | Mikhaylyuk, Ivan v Hubner, Edward | 3-6,3-6 |
| ITF - M15 Monastir | 2019/12/02 12:30 | Bolotov, Sergey v Mikhaylyuk, Ivan | 6-1,0-6,10-8 |
| ITF - M15 Monastir | 2019/12/01 08:00 | Mikhaylyuk, Ivan v Affes, Mhamed | 6-0,6-0 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/08 12:00 | Jotovski, Tomislav v Mikhaylyuk, Ivan | 6-3,6-2 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/07 11:30 | Pavlovic, Marko v Mikhaylyuk, Ivan | 0-6,1-6 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/07 07:00 | Cizelj-Zivkovic, Stefan v Mikhaylyuk, Ivan | 4-6,0-6 |
| Varna, Singles M-ITF-BUL-04A | 2019/09/10 06:30 | Mladenov, Vasko v Mikhaylyuk, Ivan | 6-3,6-3 |
| Minsk, Singles M-ITF-BLR-01A | 2019/08/21 09:45 | Mikhaylyuk, Ivan v Volfson, David | 1-6,0-6 |