Stadium: Court 5 Round: 44 Ground: Clay
| ITF M15 - Sofia | 2021/07/05 08:00 | Christoffer Solberg v Ivan Mikhaylyuk | 1-6,3-6 |
| ITF M15 - Sofia | 2021/07/04 10:30 | Andrea Del Federico v Ivan Mikhaylyuk | 2-6,5-7 |
| ITF M25 - Belgrad | 2021/06/27 07:00 | Dusan Rajic v Ivan Mikhaylyuk | 2-6,6-0,12-10 |
| ITF M15 - Sharm El Sheikh | 2021/04/06 09:15 | Volodymyr Uzhylovskyi v Ivan Mikhaylyuk | 6-3,7-5 |
| ITF M15 - Sharm El Sheikh | 2021/04/04 07:30 | Bruno Stefani Figlio v Ivan Mikhaylyuk | 5-7,5-7 |
| ITF M15 - Sharm El Sheikh | 2021/03/29 11:30 | Issei Okamura v Ivan Mikhaylyuk | 6-1,6-2 |
| ITF M15 - Sharm El Sheikh | 2021/03/28 14:30 | Ivan Mikhaylyuk v Christian Sigsgaard | 4-6,6-4,10-2 |
| ITF M15 - Sharm El Sheikh | 2021/03/22 13:00 | Tim Handel v Ivan Mikhaylyuk | 6-3,6-1 |
| ITF M15 - Sofia | 2021/07/05 08:00 | Radu F Macovei v Andrew Fenty | 3-6,3-6 |
| ITF M15 - Sofia | 2021/07/04 10:30 | Thiago Cigarran v Andrew Fenty | 1-6,4-6 |
| ITF M25 - Belgrad | 2021/06/27 09:00 | Strahinja Rakic v Andrew Fenty | 7-6,6-7,10-4 |
| Challenger Ann Arbor | 2020/01/07 23:30 | JC Aragone v Andrew Fenty | 6-1,6-4 |
| Challenger Ann Arbor | 2020/01/06 20:00 | Ondrej Styler v Andrew Fenty | 6-7,6-7 |
| ITF M25 - Memphis | 2019/08/12 21:20 | Andrew Fenty v Abraham Asaba | 6-3,2-6,9-11 |
| ITF M25 - Edwardsville | 2019/08/06 14:00 | Carson Haskins v Andrew Fenty | 4-6,6-1,10-5 |
| ATP Washington | 2019/07/27 16:15 | Viktor Troicki v Andrew Fenty | 4-6,6-1,7-5 |