Stadium: Court 2 Round: 24 Ground: Hardcourt outdoor
| 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 |
| ITF M25 Dublin | 2019/08/03 12:55 | Igor Sijsling v Simon Carr | 6-4,5-7,6-2 |
| Challenger Baotou | 2019/08/29 05:35 | Aleksandar Vukic v Goncalo Oliveira | 4-6,6-3,0-6 |
| Challenger Baotou | 2019/08/28 05:55 | Luca Castelnuovo v Goncalo Oliveira | 4-6,4-6 |
| Challenger Manerbio | 2019/08/07 08:00 | Goncalo Oliveira v Andrea Pellegrino | 1-6,4-6 |
| Challenger Chengdu | 2019/08/01 07:45 | Goncalo Oliveira v Shuichi Sekiguchi | 4-6,6-3,4-6 |
| Challenger Chengdu | 2019/07/31 07:00 | Goncalo Oliveira v Arjun Kadhe | 7-6,6-3 |
| Challenger Tampere | 2019/07/24 07:30 | Jeroen Vanneste v Goncalo Oliveira | 6-3,7-6 |
| Challenger Nur-Sultan | 2019/07/18 05:00 | Yunseong Chung v Goncalo Oliveira | 6-7,7-5,6-4 |
| Challenger Nur-Sultan | 2019/07/16 10:40 | Nam Hoang Ly v Goncalo Oliveira | 4-6,4-6 |