Stadium: Court 5 Round: 14 Ground: Clay
| Challenger Perugia | 2021/07/05 12:00 | Francesco Passaro v Bogdan Bobrov | 5-7,6-1,6-4 |
| Challenger Perugia | 2021/07/04 13:40 | Pietro Lavoratori v Bogdan Bobrov | 1-6,5-7 |
| ITF M25 Wroclaw | 2021/07/01 08:55 | Orlando Luz v Bogdan Bobrov | 6-2,6-3 |
| ITF M25 Wroclaw | 2021/06/30 13:10 | Eric Vanshelboim v Bogdan Bobrov | 3-6,5-7 |
| ITF M25 Alkmaar | 2021/06/24 12:25 | Bogdan Bobrov v Jelle Sels | 3-6,7-5,1-6 |
| ITF M25 Alkmaar | 2021/06/22 09:00 | Bogdan Bobrov v Otto Virtanen | 7-6,6-4 |
| ITF M25 Grasse | 2021/06/15 08:00 | Lilian Marmousez v Bogdan Bobrov | 7-5,6-2 |
| ITF M15 Antalya | 2021/04/22 10:15 | Shunsuke Mitsui v Bogdan Bobrov | 1-6,7-6,6-0 |
| ITF M15 Sofia | 2021/07/08 07:00 | Oleg Prihodko v Francisco Comesana | 2-6,4-6 |
| ITF M15 Sofia | 2021/07/06 09:10 | Oleg Prihodko v Jaimee Floyd Angele | 3-6,7-5,6-4 |
| ITF M15 Antalya | 2021/06/30 09:40 | Oleg Prihodko v Fletcher Scott | 5-7,5-7 |
| ITF M15 Antalya | 2021/06/23 08:40 | Oleg Prihodko v Mariano Kestelboim | 7-5,3-6,2-6 |
| ITF M15 Antalya | 2021/06/15 10:45 | Oleg Prihodko v Savva Polukhin | 6-3,2-6,6-10 |
| ITF M15 Antalya | 2021/06/14 07:30 | Oleg Prihodko v Michalis Sakellaridis | 6-0,6-4 |
| ITF M15 Antalya | 2021/06/13 07:30 | Oleg Prihodko v Aleksandar Tomas | 6-2,6-2 |
| ITF M15 Novomoskovsk | 2021/06/04 08:30 | Yurii Dzhavakian v Oleg Prihodko | 1-6,6-4,12-10 |