Round: 44 Ground: Hardcourt outdoor
| ITF M25 Santa Margherita | 2019/10/07 15:05 | Kirill Mishkin v Enrico Dalla Valle | 1-6,0-6 |
| ITF M25 Santa Margherita | 2019/09/30 12:00 | Kirill Mishkin v Luigi Castelletti | 2-6,2-6 |
| ITF M25 Santa Margherita | 2019/09/25 14:40 | Nikolas Sanchez Izquierdo v Kirill Mishkin | 6-1,6-1 |
| ITF M25 Santa Margherita | 2019/04/30 13:15 | Kirill Mishkin v Emiliano Maggioli | 1-6,0-6 |
| ITF M25 Santa Margherita | 2019/04/22 12:00 | Sebastian Prechtel v Kirill Mishkin | 6-4,6-7,10-6 |
| ITF Italy F33 | 2018/10/20 11:00 | Kirill Mishkin v Gibril Diarra | 2-6,0-6 |
| ITF Italy F32 | 2018/10/13 12:00 | Kirill Mishkin v Adrian Obert | 0-6,2-6 |
| ITF M15 Heraklion | 2019/11/18 08:00 | Jackson Varney v Mihailo Popovic | 6-2,6-1 |
| ITF M15 Heraklion | 2019/11/17 12:00 | Nicolas Demeroutis v Mihailo Popovic | 5-7,3-6 |
| ITF M15 Heraklion | 2019/11/11 08:00 | Mihailo Popovic v Shahar Elbaz | 3-6,1-6 |
| ITF M15 Heraklion | 2019/11/10 07:30 | Mihailo Popovic v Stylianos Perdikogiannis | 7-5,6-3 |
| ITF M15 Sharm El Sheikh | 2019/10/22 10:10 | Haadin Bava v Mihailo Popovic | 7-6,6-4 |
| ITF M15 Sharm El Sheikh | 2019/10/21 10:30 | Denis Rogov v Mihailo Popovic | 3-6,3-6 |
| ITF M15 Sharm El Sheikh | 2019/10/20 12:30 | Denis Parshutin v Mihailo Popovic | 0-6,4-6 |
| ITF M15 Sharm El Sheikh | 2019/10/13 08:00 | Mihailo Popovic v Giuseppe Tresca | 6-3,3-6,5-10 |