Round: 25 Ground: Clay
| ITF Ukraine F4 | 2016/09/24 07:00 | Corentin Moutet v Leon Schutt | 6-1,6-3 |
| ITF Ukraine F4 | 2016/09/23 08:40 | Leon Schutt v Julian Onken | 6-4,6-2 |
| ITF Ukraine F4 | 2016/09/22 07:00 | Leon Schutt v Daniil Zarichanskiy | 6-0,6-2 |
| ITF Ukraine F4 | 2016/09/19 12:10 | Leon Schutt v Jakob Johansson-Holm | 7-6,3-6,6-2 |
| Challenger Alphen Qual | 2016/09/05 11:50 | Maxime Chazal v Leon Schutt | 6-2,2-6,6-2 |
| Challenger Alphen Qual | 2016/09/04 10:00 | Leon Schutt v Tsung-Hua Yang | 6-3,6-3 |
| ITF Germany F8 | 2016/07/21 10:50 | George Von Massow v Leon Schutt | 6-1,3-6,6-3 |
| ITF Germany F8 | 2016/07/19 11:30 | Leon Schutt v Gavin Van Peperzeel | 2-6,6-4,6-2 |
| ITF Russia F8 | 2016/09/07 08:00 | Evgeny Karlovskiy v Vasko Mladenov | 6-4,7-5 |
| ITF Russia F8 | 2016/09/05 08:00 | Alexander Ovcharov v Vasko Mladenov | 4-6,4-6 |
| ITF Russia F7 | 2016/08/31 08:00 | Vasko Mladenov v Alexey Vatutin | 1-6,2-6 |
| ITF Russia F7 | 2016/08/30 12:00 | Vasko Mladenov v Denis Matsukevich | 6-4,6-2 |
| ITF Belarus F1 | 2016/08/12 07:00 | Vasko Mladenov v Yaraslav Shyla | 6-7,2-6 |
| ITF Belarus F1 | 2016/08/11 13:00 | Vasko Mladenov v Marat Deviatiarov | 4-6,6-2,6-3 |
| ITF Belarus F1 | 2016/08/10 08:30 | Vasko Mladenov v Alon Elia | 6-4,7-5 |
| ITF Belarus F1 | 2016/08/08 11:40 | Vasko Mladenov v Alexander Lebedyn | 6-7,7-6,6-2 |