Stadium: Court 2 Round: 26 Ground: Clay
| ITF M15 Cairo | 2019/09/11 10:30 | Uspensky, Dennis v Hofer, Marc | 6-4,6-1 |
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/28 09:20 | Uspensky, Dennis v Vidal Azorin, Jose Fco | 5-7,4-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/16 08:00 | Uspensky, Dennis v Nikita Mashtakov | 6-7,3-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/15 07:30 | Grigoriy Lomakin v Uspensky, Dennis | 3-6,6-1,2-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/14 07:30 | Ivan Sergeyev v Uspensky, Dennis | 6-3,5-7,3-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/13 09:45 | Solberg, Christoffer v Uspensky, Dennis | 4-6,0-6 |
| ITF M15 Telavi | 2019/07/28 12:00 | Uspensky, Dennis v Nikita Mashtakov | 3-6,4-6 |
| ITF M15 Telavi | 2019/07/27 06:00 | Uspensky, Dennis v Mikalai Haliak | 6-1,6-3 |
| ITF M15 Cairo | 2019/09/11 09:55 | El-Moslemany, Omar v Giovanni Calvano | 6-7,3-6 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/21 11:15 | Muzaev, Richard v Giovanni Calvano | 7-6,2-6,6-2 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/20 07:00 | Khomentovskiy, Matvey v Giovanni Calvano | 5-7,0-6 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/19 09:00 | Uvarov, Andrey v Giovanni Calvano | 2-6,1-6 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/15 07:00 | Lozan, Kristian v Giovanni Calvano | 7-6,6-2 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/14 12:30 | Egor Agafonov v Giovanni Calvano | 4-6,1-6 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/13 07:00 | Kenneth Raisma v Giovanni Calvano | 4-6,4-6 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/12 09:00 | Yulik, Viacheslav v Giovanni Calvano | 2-6,6-7 |