Round: 54 Ground: Hardcourt outdoor
| ITF Guam F1 | 2016/05/22 00:00 | Jake Delaney v Steven Goh | 4-6,6-7 |
| ITF China F7 Qual | 2016/05/15 07:30 | Jake Delaney v Maksim Malyshev | 4-6,0-6 |
| ITF China F7 Qual | 2016/05/14 06:30 | Jake Delaney v Hao Fan Wang | 6-3,6-1 |
| ITF China F6 | 2016/05/12 03:15 | Makoto Ochi v Jake Delaney | 6-0,6-1 |
| ITF China F6 | 2016/05/11 02:00 | Jake Delaney v Weiqiang Zheng | 7-5,6-1 |
| ITF China F6 Qual | 2016/05/09 04:00 | Jake Delaney v He Feng | 6-4,6-3 |
| ITF China F6 Qual | 2016/05/08 03:30 | Jake Delaney v Huixin Wang | 6-3,6-4 |
| ITF China F6 Qual | 2016/05/07 03:30 | Jake Delaney v Long Chen | 6-3,6-3 |
| 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 Tunisia F9 | 2016/03/07 08:30 | Jonathan Gray v Maksim Malyshev | 6-4,6-4 |
| ITF Great Britain F3 Qual | 2016/02/14 13:00 | James Marsalek v Jonathan Gray | 6-1,4-6,6-4 |
| ITF Great Britain F3 Qual | 2016/02/14 09:30 | Joachim Bjerke v Jonathan Gray | 4-6,3-6 |
| ITF Tunisia F4 | 2016/02/03 08:30 | Jonathan Gray v Cheong-Eui Kim | 2-6,2-6 |