Stadium: Court 4 Round: 28 Ground: Hardcourt indoor
| ITF M15 Opava | 2019/10/31 10:30 | Mattia Bellucci v Drzewiecki, Karol | 3-6,7-6,6-3 |
| ITF M15 Opava | 2019/10/30 15:50 | Drzewiecki, Karol v Glvac, Andrej | 7-5,6-2 |
| Challenger - Glasgow | 2019/09/18 11:15 | Mirza Basic v Drzewiecki, Karol | 6-4,6-3 |
| Challenger - Glasgow | 2019/09/17 09:00 | Hugo Grenier v Drzewiecki, Karol | 3-6,7-5,2-6 |
| Challenger - Glasgow | 2019/09/16 09:00 | Drzewiecki, Karol v Scott Duncan | 5-7,6-4,3-6 |
| Challenger Szczecin | 2019/09/10 15:45 | Ivan Gakhov v Drzewiecki, Karol | 6-2,7-6 |
| ITF M25 Poznan | 2019/08/20 08:00 | Drzewiecki, Karol v Kolasinski, Filip | 7-5,5-7,10-12 |
| Challenger Meerbusch | 2019/08/12 08:00 | Ojeda Lara, Ricardo v Drzewiecki, Karol | 6-1,6-3 |
| ITF M15 Prague | 2019/11/06 13:35 | Pospisil, Jaroslav v Andrew Paulson | 4-6,7-6,4-6 |
| ITF M15 Opava | 2019/11/02 09:00 | Pospisil, Jaroslav v Petr Nouza | 1-6,4-6 |
| ITF M15 Opava | 2019/11/01 08:55 | Pospisil, Jaroslav v Dembek, Michal | 4-6,6-3,6-4 |
| ITF M15 Opava | 2019/10/31 09:00 | Nik Razborsek v Pospisil, Jaroslav | 5-7,5-7 |
| ITF M15 Opava | 2019/10/30 09:00 | Piotr Grynkowski v Pospisil, Jaroslav | 6-7,0-6 |
| Olomouc, Singles M-ITF-CZE-07A | 2019/10/20 08:00 | Stanek, Robin v Pospisil, Jaroslav | 6-3,6-4 |
| Olomouc, Singles M-ITF-CZE-07A | 2019/10/19 09:30 | Niels Lootsma v Pospisil, Jaroslav | 6-7,2-6 |
| Olomouc, Singles M-ITF-CZE-07A | 2019/10/18 09:50 | Pospisil, Jaroslav v Zsombor Piros | 7-6,4-6,6-3 |