Round: 54 Ground: Hardcourt outdoor
| 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 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 Uzbekistan F4 | 2016/06/01 05:00 | Ti Chen v Francis Casey Alcantara | 7-6,3-6,6-3 |
| ITF India F3 | 2016/05/10 10:00 | Francis Casey Alcantara v Yuichi Ito | 6-7,7-5,3-6 |
| ITF India F3 | 2016/05/08 04:30 | Francis Casey Alcantara v Tejas Chaukulkar | 6-3,6-3 |
| ITF India F2 | 2016/05/02 05:00 | Francis Casey Alcantara v Bernardo Saraiva | 6-3,0-6,2-6 |
| ITF USA F11 | 2016/03/23 17:00 | Francis Casey Alcantara v Alejandro Gomez | 3-6,7-5,3-6 |
| ITF USA F10 Qual | 2016/03/14 20:05 | Sekou Bangoura v Francis Casey Alcantara | 6-2,6-1 |
| ITF USA F10 Qual | 2016/03/13 17:00 | Jonathan Chang v Francis Casey Alcantara | 3-6,6-2,1-6 |
| Davis Cup | 2016/03/06 07:55 | Francis Casey Alcantara v Ali Ghareeb | 6-2,6-1 |