Stadium: MTA 07 Round: 62 Ground: Clay
| ITF M15 Karshi | 2019/10/08 08:55 | Timur Maulenov v Anton Chekhov | 6-3,4-6,7-6 |
| Challenger Banja Luka | 2019/09/09 08:15 | Fabien Reboul v Anton Chekhov | 7-5,7-6 |
| ITF M25 Ust-Kamenogorsk | 2019/08/29 05:30 | Bogdan Bobrov v Anton Chekhov | 6-3,6-2 |
| ITF M25 Ust-Kamenogorsk | 2019/08/27 07:50 | Anton Chekhov v Yan Sabanin | 6-2,7-5 |
| ITF M15 Moscow | 2019/08/21 09:10 | Konstantin Kravchuk v Anton Chekhov | 1-6,6-4,6-1 |
| ITF M15 Moscow | 2019/08/20 07:00 | Anton Chekhov v Anton Desyatnik | 6-4,6-2 |
| ITF M15 Moscow | 2019/08/19 07:00 | Anton Chekhov v Alexey Abazov | 6-0,6-1 |
| Challenger Tampere | 2019/07/22 09:00 | Alexander Zhurbin v Anton Chekhov | 6-2,6-2 |
| ITF M15 Heraklion | 2022/11/06 09:30 | Dax Donders v Mateusz Kulakowski | 7-5,6-2 |
| ITF M15 Heraklion | 2022/10/31 08:00 | Christos Antonopoulos v Mateusz Kulakowski | 6-3,7-5 |
| ITF M15 Sozopol | 2022/10/17 07:00 | Adam Jurajda v Mateusz Kulakowski | 6-4,6-4 |
| ITF M15 Sozopol | 2022/10/16 10:00 | Dan Radu Munteanu v Mateusz Kulakowski | 1-6,2-6 |
| ITF M15 Sozopol | 2022/10/09 09:00 | Nikola Kolyachev v Mateusz Kulakowski | 7-6,6-1 |
| ITF M25 Pirot | 2022/09/18 10:30 | Mateusz Kulakowski v Dimitrije Zubac | 3-6,2-6 |
| Challenger Szczecin | 2022/09/11 09:40 | Mateusz Kulakowski v Ivan Gakhov | 2-6,2-6 |
| ITF M25 Poznan | 2022/08/23 08:30 | Valerio Aboian v Mateusz Kulakowski | 6-2,6-3 |