Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| 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 Singapore | 2019/06/13 02:00 | Congsup Congcar v Jonathan Gray | 6-4,2-6,3-6 |
| ITF M15 Singapore | 2019/06/12 04:40 | Hao Yuan Ng v Jonathan Gray | 0-6,6-4,2-6 |
| ITF M15 Singapore | 2019/06/08 07:00 | Dayne Kelly v Jonathan Gray | 6-3,6-3 |
| ITF M15 Singapore | 2019/06/07 08:30 | Manish Sureshkumar v Jonathan Gray | 3-6,1-6 |
| ITF M15 Singapore | 2019/06/06 09:00 | Shaheed Alam v Jonathan Gray | 1-6,5-7 |
| 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 |
| ITF M15 Heraklion | 2019/05/21 08:35 | Patrik Nema v Chien Hsun Lo | 6-4,6-3 |
| Challenger Nanchang | 2019/04/22 04:00 | Akira Santillan v Chien Hsun Lo | 6-1,6-2 |
| Challenger Taipei | 2019/04/11 06:30 | Ramkumar Ramanathan v Chien Hsun Lo | 4-6,6-3,6-2 |