Stadium: Court 5 Round: 25 Ground: Clay
| Challenger Banja Luka | 2019/09/14 11:00 | Tallon Griekspoor v Pedja Krstin | 6-4,4-6,7-5 |
| Challenger Banja Luka | 2019/09/13 14:00 | Dmitry Popko v Pedja Krstin | 4-6,4-6 |
| Challenger Banja Luka | 2019/09/12 09:45 | Pedja Krstin v Carlos Berlocq | 6-2,6-4 |
| Challenger Banja Luka | 2019/09/11 08:00 | Pedja Krstin v Riccardo Balzerani | 6-2,6-4 |
| Challenger Jinan | 2019/09/04 04:20 | Chun Hsin Tseng v Pedja Krstin | 7-6,7-6 |
| Challenger Baotou | 2019/08/29 08:55 | Pedja Krstin v Runhao Hua | 6-4,6-2 |
| Challenger Baotou | 2019/08/28 02:00 | Pedja Krstin v Evan Song | 6-2,6-7,6-3 |
| US Open | 2019/08/20 18:50 | Pedja Krstin v Akira Santillan | 1-6,4-6 |
| Challenger Sibiu | 2019/09/16 11:05 | Mircea-Alexandru Jecan v Michal Dembek | 6-2,4-6,3-6 |
| ITF M25 Santa Margherita | 2019/09/13 15:50 | Michal Dembek v Bruno Santanna | 0-6,3-6 |
| ITF M25 Santa Margherita | 2019/09/13 12:30 | Federico Arnaboldi v Michal Dembek | 2-6,0-6 |
| ITF M25 Santa Margherita | 2019/09/10 15:35 | Michal Dembek v Alexandros Skorilas | 3-6,6-3,7-5 |
| ITF M25 Bydgoszcz | 2019/08/14 10:35 | Pawel Juszczak v Michal Dembek | 7-6,6-0 |
| ITF M15 Koszalin | 2019/08/10 11:50 | David Poljak v Michal Dembek | 6-3,6-4 |
| ITF M15 Koszalin | 2019/08/09 08:00 | Michal Dembek v Daniel Michalski | 6-2,6-4 |
| ITF M15 Koszalin | 2019/08/08 10:55 | Michal Dembek v Martins Rocens | 6-1,7-5 |