Stadium: Court 1 Round: 14 Ground: Clay
| Challenger Almaty 2 | 2018/09/30 06:40 | Bogdan Bobrov v Karol Drzewiecki | 6-3,7-6 |
| Challenger Cherbourg | 2021/02/07 09:30 | Vladyslav Orlov v Karol Drzewiecki | 6-3,6-2 |
| Polish National Tour | 2020/07/24 09:00 | Karol Drzewiecki v Filip Kolasinski | 1-6,1-6 |
| Polish National Tour | 2020/06/17 13:57 | Pawel Juszczak v Karol Drzewiecki | 0-0 |
| Polish National Tour | 2020/06/17 07:00 | Karol Drzewiecki v Piotr Galus | 6-1,7-5 |
| ITF M25 Palm Coast | 2020/02/03 18:00 | Jaume Pla Malfeito v Karol Drzewiecki | 6-4,6-3 |
| ITF M25 Weston | 2020/01/28 14:00 | Alejandro Gomez v Karol Drzewiecki | 7-5,6-3 |
| ITF M25 Weston | 2020/01/27 15:30 | Michael Zhu v Karol Drzewiecki | 6-2,1-6,5-10 |
| ITF M25 Weston | 2020/01/26 15:30 | Karol Drzewiecki v Filip Bergevi | 6-3,6-2 |
| Challenger Tulln | 2021/09/06 08:00 | Benjamin Hassan v Bogdan Bobrov | 6-4,6-4 |
| Challenger Tulln | 2021/09/05 09:00 | Nicholas David Ionel v Bogdan Bobrov | 1-6,1-6 |
| Challenger Saint-Tropez | 2021/09/02 09:00 | Thanasi Kokkinakis v Bogdan Bobrov | 6-0,6-2 |
| Challenger Saint-Tropez | 2021/08/31 12:15 | Bogdan Bobrov v Zizou Bergs | 6-4,7-5 |
| Challenger Saint-Tropez | 2021/08/30 09:00 | Bogdan Bobrov v Daniil Glinka | 7-6,6-3 |
| Challenger Warsaw | 2021/08/23 09:00 | Alexander Shevchenko v Bogdan Bobrov | 6-3,6-1 |
| Challenger Warsaw | 2021/08/22 10:30 | Vladyslav Manafov v Bogdan Bobrov | 7-6,4-6,3-6 |
| Challenger Luedenscheid | 2021/08/16 09:30 | Genaro Alberto Olivieri v Bogdan Bobrov | 6-1,6-2 |