Round: 25 Ground: Clay
| ITF Estonia F1 | 2016/07/28 22:00 | Grigelis, Laurynas v Brizzi, Alberto | 4-6,6-7 |
| ITF Estonia F1 | 2016/07/27 22:00 | Grigelis, Laurynas v Ivanov, Vladimir | 4-6,6-2,7-5 |
| ITF Estonia F1 | 2016/07/26 22:00 | Grigelis, Laurynas v Mnushkin, Dmitry | 6-2,6-1 |
| ITF Estonia F1 | 2016/07/25 22:00 | Grigelis, Laurynas v Pavlov, Anton | 6-2,6-2 |
| ITF Lithuania F1 | 2016/07/21 11:00 | Grigelis, Laurynas v Ivan Gakhov | 6-2,4-6,4-6 |
| ITF Lithuania F1 | 2016/07/20 10:15 | Grigelis, Laurynas v Tverijonas, Aleksas | 6-2,6-4 |
| ITF Lithuania F1 | 2016/07/19 13:05 | Grigelis, Laurynas v Kazakov, Lev | 6-0,7-5 |
| Coupe Davis | 2016/07/17 08:00 | Grigelis, Laurynas v Lloyd Harris | 6-1,6-1,6-3 |
| ITF Estonia F1 | 2016/07/24 22:00 | Gray, Jonathan v Alexander Vasilenko | 6-2,4-6,4-6 |
| ITF Belgium F6 | 2016/07/18 10:45 | Gray, Jonathan v Okala, Jules | 2-6,6-7 |
| 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 |