| UTR Pro Tennis Series - Zadar | 2021/11/16 14:30 | Ivan Mikhaylyuk v Timur Maulenov | 5-7,6-3,6-3 |
| UTR Pro Tennis Series - Zadar | 2021/11/15 10:30 | Vladyslav Manafov v Ivan Mikhaylyuk | 6-0,3-6,6-1 |
| ITF - M15 Kazaň | 2021/10/11 12:05 | Ivan Mikhaylyuk v Maksim Starostin | 2-6,2-6 |
| ITF - M15 Sozopol | 2021/09/13 08:00 | Ivan Mikhaylyuk v Richard Biagiotti | 3-6,2-6 |
| UTR Pro Tennis Series Sofia | 2021/09/02 07:00 | Ivan Mikhaylyuk v George Lazarov | 3-6,1-6 |
| UTR Pro Tennis Series Sofia | 2021/09/01 09:30 | Tadija Radovanovic v Ivan Mikhaylyuk | 2-6,6-3,4-6 |
| UTR Pro Tennis Series Sofia | 2021/08/31 06:30 | Leonid Sheyngezikht v Ivan Mikhaylyuk | 6-2,7-5 |
| UTR Pro Tennis Series Sofia | 2021/08/30 10:00 | Alexandru Luca v Ivan Mikhaylyuk | 2-6,2-6 |
| UTR Pro Tennis Series - Zadar | 2021/11/16 14:30 | Vladyslav Manafov v Alen Bill | 6-3,6-2 |
| UTR Pro Tennis Series - Zadar | 2021/11/15 10:30 | Timur Maulenov v Alen Bill | 3-6,1-6 |
| UTR Pro Tennis Series - Zadar | 2021/11/14 09:00 | Alen Bill v Aleksandar Temov | 6-3,6-2 |
| ITF - M15 Poreč | 2021/03/07 13:00 | Alen Bill v Matteo Arnaldi | 1-6,2-6 |
| Adriatic Tennis Series | 2020/06/15 12:00 | Alen Bill v Pedja Krstin | 1-6,2-6 |