Round: 54 Ground: Hardcourt outdoor
| ITF Hong Kong F3 | 2016/06/17 22:00 | Xiao Gong v Jonathan Gray | 3-6,6-4,2-6 |
| ITF Hong Kong F2 Qual | 2016/06/10 22:00 | Jonathan Gray v Francis Casey Alcantara | 2-6,4-6 |
| ITF Hong Kong F1 | 2016/06/05 22:00 | Fajing Sun v Jonathan Gray | 6-4,6-7,3-6 |
| ITF Hong Kong F1 Qual | 2016/06/04 22:00 | Jake Delaney v Jonathan Gray | 4-6,6-7 |
| ITF Hong Kong F1 Qual | 2016/06/03 22:00 | Maksim Malyshev v Jonathan Gray | 6-7,5-7 |
| ITF Tunisia F10 | 2016/03/15 08:30 | Baptiste Crepatte v Jonathan Gray | 6-3,6-3 |
| ITF Tunisia F9 | 2016/03/10 11:50 | Jonathan Gray v Alexander Zhurbin | 7-6,1-6,4-6 |
| ITF Tunisia F9 | 2016/03/09 09:45 | Cristobal S-Corvalan v Jonathan Gray | 4-6,3-6 |
| ITF Hong Kong F3 | 2016/06/17 22:00 | Karan Rastogi v Wei-De Lin | 6-3,6-2 |
| ITF Hong Kong F2 Qual | 2016/06/12 22:00 | Karan Rastogi v Jake Delaney | 1-6,7-6,3-6 |
| ITF Hong Kong F1 Qual | 2016/06/04 22:00 | Wishaya Trongcharoenchaikul v Karan Rastogi | 7-5,6-4 |
| ITF Hong Kong F1 Qual | 2016/06/03 22:00 | Karan Rastogi v Zhuoyang Qiu | 6-2,6-1 |