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 Porec | 2023/03/05 11:30 | Giannicola Misasi v Mateusz Kulakowski | 6-1,6-2 |
| ITF M25 Vila Real de Santo Antonio | 2023/02/06 10:00 | Rodrigo Deleu v Mateusz Kulakowski | 6-3,6-2 |
| ITF M15 Vilnius | 2023/01/16 09:55 | Henrik Bladelius v Mateusz Kulakowski | 6-1,6-1 |
| ITF M15 Vilnius | 2023/01/15 08:00 | Ying Hou v Mateusz Kulakowski | 6-3,4-6,4-10 |
| 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 |