Round: 27 Ground: Hardcourt outdoor
| Challenger Brescia Qual | 2016/11/12 09:00 | Tobias Simon v Ljubomir Celebic | 7-6,6-7,4-6 |
| ITF Norway F3 | 2016/11/03 11:00 | Tobias Simon v Gianluigi Quinzi | 5-7,4-6 |
| ITF Norway F3 | 2016/11/02 10:15 | Tobias Simon v Fredrik Ask | 6-3,5-7,6-4 |
| ITF Norway F3 | 2016/11/01 12:10 | Tobias Simon v Ulises Blanch | 7-5,6-2 |
| ITF Great Britain F4 | 2016/10/28 10:50 | Yannick Maden v Tobias Simon | 7-6,6-7,7-6 |
| ITF Great Britain F4 | 2016/10/27 13:00 | Jay Clarke v Tobias Simon | 4-6,4-6 |
| ITF Great Britain F4 | 2016/10/26 11:20 | Mateusz Terczynski v Tobias Simon | 6-7,2-6 |
| ITF Germany F15 | 2016/10/23 12:10 | Tobias Simon v Marek Jaloviec | 5-7,6-7 |
| ITF Turkey F47 Qual | 2016/11/21 07:00 | Volodymyr Uzhylovskyi v Andrej Glvac | 6-4,6-3 |
| ITF Turkey F47 Qual | 2016/11/20 07:00 | Volodymyr Uzhylovskyi v Thibault Saive | 6-3,6-4 |
| ITF Turkey F46 | 2016/11/18 08:00 | Volodymyr Uzhylovskyi v Jose Fco. Vidal Azorin | 6-1,2-6,4-6 |
| ITF Turkey F46 | 2016/11/17 07:00 | Vadim Alekseenko v Volodymyr Uzhylovskyi | 6-2,3-6,3-6 |
| ITF Turkey F46 | 2016/11/16 07:00 | Ivan Kosec v Volodymyr Uzhylovskyi | 7-5,0-6,6-7 |
| ITF Turkey F46 Qual | 2016/11/14 07:00 | Volodymyr Uzhylovskyi v Artsiom Dabryian | 6-2,6-1 |
| ITF Turkey F46 Qual | 2016/11/13 07:00 | Volodymyr Uzhylovskyi v Amaury Delmas | 7-6,6-2 |
| ITF Turkey F45 | 2016/11/07 07:00 | Volodymyr Uzhylovskyi v Karan Rastogi | 6-2,7-5 |