| UTR Pro Tennis Series Portoroz | 2021/08/21 13:15 | Timur Maulenov v Jan Dimitrijevic | 6-4,6-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/27 15:00 | Denis Parshutin v Timur Maulenov | 6-3,4-6,3-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/26 14:30 | Tilen Zitnik v Timur Maulenov | 7-5,6-1 |
| UTR Pro Tennis Series Portoroz | 2021/08/25 08:30 | Egor Novikov v Timur Maulenov | 7-5,6-0 |
| UTR Pro Tennis Series Portoroz | 2021/08/24 07:00 | Deni Zmak v Timur Maulenov | 7-6,5-1 |
| UTR Pro Tennis Series Portoroz | 2021/08/22 08:30 | Timur Maulenov v Tilen Zitnik | 6-3,2-6,2-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/21 13:15 | Timur Maulenov v Jan Dimitrijevic | 6-4,6-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/20 09:30 | Alec Adamson v Timur Maulenov | 2-6,3-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/19 08:00 | Gal Emersic Potocnik v Timur Maulenov | 3-6,6-1,4-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/21 13:15 | Timur Maulenov v Jan Dimitrijevic | 6-4,6-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/18 11:00 | Jan Dimitrijevic v Petar Pjevcevic | 2-6,6-7 |
| UTR Pro Tennis Series Portoroz | 2021/08/17 12:30 | Jan Dimitrijevic v Oleksandr Bielinskyi | 2-6,2-6 |
| ITF M25 Velenje | 2021/07/06 12:55 | Jan Dimitrijevic v Gonzalo Lama | 0-6,0-6 |