Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF Qatar F1 Qual | 2017/04/02 12:00 | Dembek, Michal v Kris Krawcewicz | 3-6,7-5,6-7 |
| ITF - M15 Sharm El Sheikh | 2019/10/01 08:00 | Kris Krawcewicz v Catini, Daniele | 3-6,6-2,8-10 |
| ITF - M15 Sharm El Sheikh | 2019/09/30 10:00 | Kris Krawcewicz v Turnquest, Jody | 6-1,6-2 |
| Gyor, Qualifications Simples M-ITF-HUN-04A | 2019/08/27 08:00 | Hampel, Lenny v Kris Krawcewicz | 6-1,6-4 |
| Gyor, Qualifications Simples M-ITF-HUN-04A | 2019/08/26 10:30 | Kris Krawcewicz v Ivan Denisov | 7-5,6-3 |
| Baja, Singles Qualifying M-ITF-HUN-03A | 2019/08/13 08:00 | Aleksa Ciric v Kris Krawcewicz | 7-6,6-4 |
| Vogau, Singles Qualifying M-ITF-AUT-04A | 2019/08/06 09:55 | Urbanija, Mike v Kris Krawcewicz | 6-2,6-4 |
| Vogau, Singles Qualifying M-ITF-AUT-04A | 2019/08/05 11:00 | Talimaa, Nikolaj v Kris Krawcewicz | 3-6,4-6 |
| ITF M15 Wroclaw | 2019/07/01 08:00 | Nikita Mashtakov v Kris Krawcewicz | 6-4,6-0 |
| Challenger Sibiu | 2019/09/18 07:00 | Krstin, Pedja v Dembek, Michal | 6-4,6-2 |
| Challenger Sibiu | 2019/09/16 11:05 | Mircea-Alexandru Jecan v Dembek, Michal | 6-2,4-6,3-6 |
| ITF - M25 Santa Margherita | 2019/09/13 15:50 | Dembek, Michal v Santanna, B. | 0-6,3-6 |
| ITF - M25 Santa Margherita | 2019/09/13 12:30 | Federico Arnaboldi v Dembek, Michal | 2-6,0-6 |
| ITF - M25 Santa Margherita | 2019/09/10 15:35 | Dembek, Michal v Alexandros Skorilas | 3-6,6-3,7-5 |
| Bydgoszcz, Singles Qualifying M-ITF-POL-04A | 2019/08/14 10:35 | Pawel Juszczak v Dembek, Michal | 7-6,6-0 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2019/08/10 11:50 | David Poljak v Dembek, Michal | 6-3,6-4 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2019/08/09 08:00 | Dembek, Michal v Daniel Michalski | 6-2,6-4 |