Stadium: Court 2 Round: 27 Ground: Clay
| 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 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2019/08/08 10:55 | Dembek, Michal v Martins Rocens | 6-1,7-5 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2019/08/07 10:15 | Dembek, Michal v Smola, Maciej | 7-6,6-7,6-3 |
| Sopot, Pologne | 2019/07/29 10:00 | Dembek, Michal v Facundo Mena | 0-6,3-6 |
| ITF - M25 Santa Margherita | 2019/09/13 12:25 | Maggioli, Emiliano v Santanna, B. | 2-6,1-6 |
| ITF - M25 Santa Margherita | 2019/09/11 13:30 | Loccisano, Mike v Santanna, B. | 3-6,0-6 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/08 09:30 | Louis Wessels v Santanna, B. | 5-7,4-6 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/07 09:30 | Bortolotti, Marco v Santanna, B. | 1-6,1-6 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/06 10:00 | Santanna, B. v Jahn, Jeremy | 6-1,6-2 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/05 12:45 | Dima, Dragos v Santanna, B. | 2-6,4-6 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/03 11:10 | Santanna, B. v Kilani, Majed | 7-6,3-6,6-4 |
| ITF M15 Ueberlingen | 2019/08/24 12:00 | Peter Heller v Santanna, B. | 6-3,6-4 |