| UTR Pro Tennis Series Nis | 2021/10/04 12:15 | Ivan Denisov v Petar Pjevcevic | 6-7,6-2,0-5 |
| UTR Pro Tennis Series Zadar | 2021/10/02 11:30 | Christos Keisidis v Ivan Denisov | 3-6,6-1,6-5 |
| UTR Pro Tennis Series Zadar | 2021/10/01 09:30 | Maxim Krapivin v Ivan Denisov | 5-7,3-6 |
| UTR Pro Tennis Series Zadar | 2021/09/30 12:00 | Deni Zmak v Ivan Denisov | 2-6,6-2,6-5 |
| UTR Pro Tennis Series Zadar | 2021/09/28 11:00 | Ivan Liutarevich v Ivan Denisov | 3-6,2-6 |
| UTR Pro Tennis Series Zadar | 2021/09/27 11:00 | Ivan Denisov v Michalis Sakellaridis | 6-2,5-1 |
| ITF M15 Shymkent | 2021/06/02 05:00 | Ivan Denisov v Beibit Zhukayev | 2-6,2-6 |
| ITF M15 Shymkent | 2021/06/01 07:00 | Ivan Denisov v Olimjon Nabiev | 7-5,6-4 |
| UTR Pro Tennis Series Nis | 2021/10/04 08:30 | Vladimir Popov v Lazar Radenkovic | 6-1,5-2 |
| UTR Pro Tennis Series Sofia | 2021/09/02 07:00 | Vladimir Popov v Christos Keisidis | 7-6,6-7,3-6 |
| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Mick Lescure v Vladimir Popov | 1-6,4-6 |
| UTR Pro Tennis Series Sofia | 2021/08/31 11:00 | Mihael Mihaylov v Vladimir Popov | 1-6,3-5 |
| UTR Pro Tennis Series Sofia | 2021/08/30 07:00 | Viktor Markov v Vladimir Popov | 6-3,7-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/18 07:30 | Dmitrii Vasilev v Vladimir Popov | 2-6,1-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 12:00 | Vladimir Popov v Arthus De La Bassetiere | 6-4,6-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 09:00 | Vladimir Popov v Aleksandr Braynin | 4-6,5-7 |