Round: 26 Ground: Clay
| ITF Alemania F4 | 2016/06/22 15:10 | Yannick Maden v Niclas Braun | 6-0,6-2 |
| Challenger de Perugia | 2016/06/15 09:00 | Yannick Maden v Blaz Rola | 6-2,5-7,6-7 |
| Challenger de Perugia | 2016/06/13 11:30 | Yannick Maden v Nicolas Barrientos | 6-2,6-1 |
| Challenger de Perugia - Clasificación | 2016/06/12 08:30 | Marco Bortolotti v Yannick Maden | 4-6,3-6 |
| Challenger de Perugia - Clasificación | 2016/06/11 11:05 | Liam Caruana v Yannick Maden | 2-6,4-6 |
| ITF Italia F11 | 2016/05/20 15:00 | Gianluca Di Nicola v Yannick Maden | 0-6,6-4,6-2 |
| ITF Italia F11 | 2016/05/19 08:00 | Cristian Cristian Rodríguez v Yannick Maden | 6-4,3-6,4-6 |
| Challenger de Heilbronn | 2016/05/12 11:35 | Yannik Reuter v Yannick Maden | 6-3,6-4 |
| ITF Alemania F4 | 2016/06/22 13:50 | Frederik Press v Bjoern Petersen | 6-4,6-0 |
| ITF Alemania F4 | 2016/06/20 11:00 | Filipp Kekercheni v Frederik Press | 6-7,4-6 |
| ITF Alemania F4 | 2016/06/19 09:00 | Frederik Press v José Olivares | 6-3,6-4 |
| ITF Turquía F15 | 2016/04/10 08:00 | Shahbaaz Khan v Frederik Press | 6-3,6-3 |
| ITF Turquía F14 | 2016/04/04 07:00 | Frederik Press v Piotr Grynkowski | 3-6,2-6 |
| ITF Turquía F14 | 2016/04/03 06:30 | Joel Cannell v Frederik Press | 4-6,7-5,2-6 |
| ITF Turquía F14 | 2016/04/02 07:00 | Medhir Goyal v Frederik Press | 1-6,0-6 |
| ITF Turquía F2 | 2016/01/10 07:30 | Frederik Press v Daniel Svensson | 4-6,6-3,6-0 |