Round: 25 Ground: Clay
| ITF Belgium F6 Qual | 2016/07/17 08:00 | Gray, Jonathan v Luc Fomba | 6-2,6-3 |
| ITF Hong Kong F3 | 2016/06/18 22:00 | Gray, Jonathan v Rastogi, Karan | 1-6,6-7 |
| ITF Hong Kong F3 | 2016/06/17 22:00 | Gong, Xiao v Gray, Jonathan | 3-6,6-4,2-6 |
| ITF Hong Kong F2 Qual | 2016/06/10 22:00 | Gray, Jonathan v Alcantara, Francis Casey | 2-6,4-6 |
| ITF Hong Kong F1 | 2016/06/05 22:00 | Fajing Sun v Gray, Jonathan | 6-4,6-7,3-6 |
| ITF Hong Kong F1 Qual | 2016/06/04 22:00 | Jake Delaney v Gray, Jonathan | 4-6,6-7 |
| ITF Hong Kong F1 Qual | 2016/06/03 22:00 | Malyshev, Maksim v Gray, Jonathan | 6-7,5-7 |
| Tunisia F10, Singles Qualifying | 2016/03/15 08:30 | Crepatte, Baptiste v Gray, Jonathan | 6-3,6-3 |
| ITF France F14 | 2016/07/11 10:15 | Okala, Jules v Zhizhen Zhang | 3-6,4-6 |
| ITF France F13 | 2016/07/05 10:55 | Okala, Jules v Ouahab, Lamine | 6-7,7-6,2-6 |
| ITF France F10 | 2016/06/14 08:00 | Okala, Jules v Yanais Laurent | 1-6,0-6 |
| ITF Tunisia F21 | 2016/06/01 11:30 | Dougaz, Aziz v Okala, Jules | 6-4,6-0 |
| Tunisia F14, Singles Qualifying | 2016/04/11 09:40 | Okala, Jules v Vasilyev, Ilya | 6-4,2-6,6-7 |
| Tunisia F14, Singles Qualifying | 2016/04/10 13:00 | Okala, Jules v Faletto Ureta, Bruno Luca | 7-6,7-6 |
| ITF Tunisia F13 | 2016/04/10 10:40 | Okala, Jules v Maximilian Marterer | 2-6,1-6 |
| ITF Tunisia F13 | 2016/04/09 10:55 | Salman, Omar v Okala, Jules | 7-6,0-6,6-7 |