Stadium: Court 4 Round: 24 Ground: Hardcourt indoor
| Challenger Helsinki | 2019/11/11 11:00 | Karol Drzewiecki v Jaroslav Pospisil | 4-6,0-6 |
| ITF M15 Prague | 2019/11/06 13:35 | Jaroslav Pospisil v Andrew Paulson | 4-6,7-6,4-6 |
| ITF M15 Opava | 2019/11/02 09:00 | Jaroslav Pospisil v Petr Nouza | 1-6,4-6 |
| ITF M15 Opava | 2019/11/01 08:55 | Jaroslav Pospisil v Michal Dembek | 4-6,6-3,6-4 |
| ITF M15 Opava | 2019/10/31 09:00 | Nik Razborsek v Jaroslav Pospisil | 5-7,5-7 |
| ITF M15 Opava | 2019/10/30 09:00 | Piotr Grynkowski v Jaroslav Pospisil | 6-7,0-6 |
| ITF M15 Olomouc | 2019/10/20 08:00 | Robin Stanek v Jaroslav Pospisil | 6-3,6-4 |
| ITF M15 Olomouc | 2019/10/19 09:30 | Niels Lootsma v Jaroslav Pospisil | 6-7,2-6 |
| Challenger Jinan | 2019/09/02 07:40 | Igor Sijsling v Goncalo Oliveira | 3-6,2-6 |
| Challenger Portoroz | 2019/08/13 08:00 | Igor Sijsling v Carlos Gomez-Herrera | 2-6,3-6 |
| ITF M25 Chiswick | 2019/08/11 10:00 | Jack Draper v Igor Sijsling | 6-4,2-6,6-3 |
| ITF M25 Chiswick | 2019/08/10 12:30 | Anton Matusevich v Igor Sijsling | 6-4,1-6,4-6 |
| ITF M25 Chiswick | 2019/08/09 10:30 | Quentin Robert v Igor Sijsling | 6-2,3-6,1-6 |
| ITF M25 Chiswick | 2019/08/08 13:25 | Charles Broom v Igor Sijsling | 7-6,3-6,6-7 |
| ITF M25 Chiswick | 2019/08/07 10:30 | Emile Hudd v Igor Sijsling | 7-6,3-6,1-6 |
| ITF M25 Dublin | 2019/08/04 14:30 | Igor Sijsling v Ryan Peniston | 6-4,7-6 |