Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| ITF - M15 Jakarta | 2019/08/07 02:30 | Jonathan Gray v Justin Barki | 7-5,6-3 |
| ITF M15 Idanha-a-Nova | 2019/07/13 09:30 | David Jorda Sanchis v Jonathan Gray | 7-6,6-2 |
| ITF M15 Idanha-a-Nova | 2019/07/12 09:00 | Francisco Dias v Jonathan Gray | 2-6,4-6 |
| ITF M15 Idanha-a-Nova | 2019/07/11 13:20 | Loic Ratsaratany v Jonathan Gray | 3-6,6-7 |
| ITF M15 Idanha-a-Nova | 2019/07/09 09:00 | Daniel Batista v Jonathan Gray | 5-7,6-4,1-6 |
| ITF - M15 Singapore | 2019/06/16 03:00 | Aidan Mchugh v Jonathan Gray | 6-2,6-2 |
| ITF - M15 Singapore | 2019/06/15 03:00 | Jonathan Gray v Kazuki Nishiwaki | 6-3,7-5 |
| ITF - M15 Singapore | 2019/06/14 02:00 | Kelsey Stevenson v Jonathan Gray | 3-6,4-6 |
| ITF - M15 Jakarta | 2019/08/07 03:50 | Aaron Addison v Chien Hsun Lo | 6-7,4-6 |
| ITF M25 Taipei | 2019/07/24 02:00 | Seita Watanabe v Chien Hsun Lo | 6-2,6-2 |
| ITF M25 Taipei | 2019/07/16 05:15 | Chien Hsun Lo v Yu Hsiou Hsu | 2-6,6-4,2-6 |
| ITF - M25 Yinchuan | 2019/06/28 03:20 | Chien Hsun Lo v Takuto Niki | 3-6,6-4,0-6 |
| ITF M25 Hengyang | 2019/06/21 02:00 | Tsung-Hao Huang v Chien Hsun Lo | 6-3,6-2 |
| ITF M25 Hengyang | 2019/06/20 03:35 | Sheng Hao Zhou v Chien Hsun Lo | 4-6,6-4,1-6 |
| ITF M25 Hengyang | 2019/06/19 06:00 | Wei-De Lin v Chien Hsun Lo | 6-3,2-6,3-6 |
| ITF - M15 Heraklion | 2019/05/29 11:20 | Markos Kalovelonis v Chien Hsun Lo | 6-3,7-6 |