Round: 26 Ground: Clay
| ITF Italy F32 | 2016/05/11 10:00 | Tallon Griekspoor v Tobias Simon | 6-3,4-6,5-7 |
| ITF Italy F32 | 2016/05/05 11:10 | Christopher O'Connell v Tobias Simon | 6-4,3-6,6-1 |
| ITF Qatar F2 | 2016/04/12 22:00 | James Marsalek v Tobias Simon | 6-4,7-6 |
| ITF Qatar F2 | 2016/04/11 22:00 | Tobias Simon v Gonzales Austin | 6-3,6-7,7-6 |
| ITF Qatar F1 | 2016/04/04 22:00 | Tobias Simon v Milos Sekulic | 2-6,6-7 |
| ITF Bahrain F1 | 2016/04/01 11:00 | Yannick Maden v Tobias Simon | 6-4,6-4 |
| ITF Bahrain F1 | 2016/03/31 11:00 | Tobias Simon v Sam Barry | 6-1,6-4 |
| ITF Bahrain F1 | 2016/03/30 09:35 | Tobias Simon v Bernd Kossler | 6-1,7-6 |
| ITF Italy F32 | 2016/05/10 10:00 | Domagoj Biljesko v Florian Fallert | 1-6,4-6 |
| ITF Italy F8 | 2016/04/26 11:30 | Florian Fallert v Yannick Maden | 5-7,1-6 |
| ITF Italy F7 | 2016/04/19 11:25 | Florian Fallert v Pietro Rondoni | 6-2,2-6,4-6 |
| ITF Tunisia F13 | 2016/04/08 13:55 | Florian Fallert v Maximilian Marterer | 3-6,1-6 |
| ITF Tunisia F13 | 2016/04/08 08:30 | Florian Fallert v Catalin-Ionut Gard | 6-3,6-3 |
| ITF Tunisia F13 | 2016/04/05 10:00 | Juan Pablo Paz v Florian Fallert | 4-6,6-3,3-6 |
| ITF Tunisia F12 | 2016/03/29 12:30 | Maximilian Marterer v Florian Fallert | 6-3,6-1 |
| ITF Italy F3 | 2016/03/15 18:55 | Florian Fallert v Alessandro Bega | 0-6,2-6 |