Round: 28 Ground: Clay
| ITF Austria F4 | 2016/07/28 09:00 | Tobias Simon v Goncalo Oliveira | 2-6,6-2,5-7 |
| ITF Switzerland F3 | 2016/08/18 13:20 | Tobias Simon v Riccardo Maiga | 6-3,3-6,6-4 |
| ITF Switzerland F3 | 2016/08/17 09:30 | Tobias Simon v Vullnet Tashi | 6-1,1-6,6-1 |
| ITF Austria F5 | 2016/08/08 14:10 | Alexis Klegou v Tobias Simon | 2-6,2-6 |
| ITF Austria F4 | 2016/07/28 09:00 | Tobias Simon v Goncalo Oliveira | 2-6,6-2,5-7 |
| ITF Austria F4 | 2016/07/27 13:10 | Tobias Simon v Bogdan Bobrov | 6-3,6-2 |
| ITF Austria F4 | 2016/07/26 14:10 | Tobias Simon v Farris Fathi Gosea | 6-2,6-3 |
| ITF Austria F2 | 2016/07/13 08:35 | Tobias Simon v Stefanos Tsitsipas | 6-4,2-6,2-6 |
| ITF Austria F2 | 2016/07/12 10:25 | Thales Turini v Tobias Simon | 4-6,3-6 |
| ITF Switzerland F3 | 2016/08/18 09:00 | Mirko Martinez v Goncalo Oliveira | 2-6,3-6 |
| ITF Switzerland F3 | 2016/08/16 12:05 | Hugo Voljacques v Goncalo Oliveira | 2-6,4-6 |
| ITF Austria F5 | 2016/08/13 11:00 | Sebastian Ofner v Goncalo Oliveira | 6-2,6-3 |
| ITF Austria F5 | 2016/08/11 09:00 | Philipp Schroll v Goncalo Oliveira | 2-6,4-6 |
| ITF Austria F5 | 2016/08/10 12:55 | Lukas Ollert v Goncalo Oliveira | 4-6,2-6 |
| ITF Austria F5 | 2016/08/09 09:30 | Bernd Kossler v Goncalo Oliveira | 6-7,1-6 |
| ITF Slovakia F2 | 2016/08/05 07:30 | Martin Beran v Goncalo Oliveira | 6-3,3-6,6-2 |
| ITF Slovakia F2 | 2016/08/04 09:35 | Lukas Klein v Goncalo Oliveira | 4-6,4-6 |