Round: 25 Ground: Hardcourt indoor
| ITF Belgium F6 | 2016/07/18 10:45 | Jonathan Gray v Jules Okala | 2-6,6-7 |
| ITF Belgium F6 Qual | 2016/07/17 08:00 | Jonathan Gray v Luc Fomba | 6-2,6-3 |
| ITF Hong Kong F3 | 2016/06/18 22:00 | Jonathan Gray v Karan Rastogi | 1-6,6-7 |
| 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 |
| Challenger Tampere | 2016/07/19 09:10 | Alexander Vasilenko v Germain Gigounon | 1-6,7-6,1-6 |
| Challenger Tampere Qual | 2016/07/17 08:00 | Evgeny Karlovskiy v Alexander Vasilenko | 6-7,7-6,3-6 |
| Challenger Tampere Qual | 2016/07/16 11:00 | Dmitry Surchenko v Alexander Vasilenko | 2-6,1-6 |
| ITF Russia F3 | 2016/07/05 08:30 | Alexander Vasilenko v Mikhail Fufygin | 1-6,1-6 |
| ITF Russia F2 | 2016/06/29 10:15 | Alexander Vasilenko v Victor Baluda | 1-6,4-6 |
| ITF Russia F2 | 2016/06/27 10:00 | Alexander Vasilenko v Mikhail Sokolovskiy | 6-4,6-3 |
| ITF Russia F1 | 2016/06/23 12:50 | Alexander Vasilenko v Marc Giner | 6-7,4-6 |
| ITF Russia F1 | 2016/06/22 07:00 | Alexander Vasilenko v Boris Pokotilov | 6-0,6-0 |