Round: 25 Ground: Clay
| ITF Romania F5 | 2016/06/10 09:00 | Thales Turini v Tobias Simon | 1-6,3-6 |
| ITF Germany F6 | 2016/07/06 12:50 | Jakob Sude v Thales Turini | 6-4,6-1 |
| ITF Brazil F1 | 2016/07/01 17:00 | Thales Turini v Daniel Dutra Da Silva | 6-7,1-6 |
| ITF Brazil F1 | 2016/06/30 14:00 | Oscar Jose Gutierrez v Thales Turini | 5-7,1-6 |
| ITF Brazil F1 | 2016/06/29 14:35 | Federico Nicolas Bertucci v Thales Turini | 0-6,2-6 |
| ITF Brazil F1 | 2016/06/28 13:00 | Gerardo Irarrazabal v Thales Turini | 1-6,1-6 |
| ITF Romania F5 | 2016/06/10 09:00 | Thales Turini v Tobias Simon | 1-6,3-6 |
| ITF Romania F5 | 2016/06/09 14:00 | Thales Turini v Aljaz Radinski | 7-6,4-6,6-1 |
| ITF Italy F13 | 2016/06/01 09:30 | Thales Turini v Marco Bortolotti | 3-6,5-7 |
| ITF Netherlands F3 | 2016/06/27 18:45 | Jelle Sels v Tobias Simon | 6-4,7-5 |
| ITF Netherlands F1 | 2016/06/14 10:55 | Mick Veldheer v Tobias Simon | 1-6,2-6 |
| ITF Romania F5 | 2016/06/11 10:00 | Roberto Marcora v Tobias Simon | 6-7,6-1,7-6 |
| ITF Romania F5 | 2016/06/10 09:00 | Thales Turini v Tobias Simon | 1-6,3-6 |
| ITF Romania F5 | 2016/06/09 07:30 | Filipp Kekercheni v Tobias Simon | 3-6,6-3,1-6 |
| ITF Romania F5 | 2016/06/07 07:00 | Tobias Simon v Fernando Romboli | 6-1,7-5 |
| ITF Italy F32 | 2016/05/20 08:30 | Christopher O'Connell v Tobias Simon | 7-5,7-6 |
| ITF Italy F32 | 2016/05/19 10:50 | Jonathan Mridha v Tobias Simon | 4-6,2-6 |