Round: 27 Ground: Clay
| ITF Italy F11 | 2016/05/19 13:00 | Luca Pancaldi v Gianluca Di Nicola | 1-6,4-6 |
| ITF Italy F11 | 2016/05/18 08:30 | Gianluca Di Nicola v Gian Marco Moroni | 4-6,6-2,6-3 |
| ITF Italy F11 Qual | 2016/05/16 14:35 | Gianluca Di Nicola v Benjamin Pietri | 6-2,7-5 |
| ITF Italy F11 Qual | 2016/05/16 11:30 | Gianluca Di Nicola v Lorenzo Abbruciati | 6-2,6-3 |
| ITF Italy F10 | 2016/05/11 11:40 | Enzo Couacaud v Gianluca Di Nicola | 5-7,6-2,6-4 |
| ITF Italy F10 | 2016/05/10 12:45 | Gianluca Di Nicola v Giovanni Rizzuti | 7-6,2-6,6-2 |
| ITF Italy F8 | 2016/04/27 11:00 | Franco Agamenone v Gianluca Di Nicola | 2-6,6-2,6-3 |
| ITF Italy F8 | 2016/04/26 07:30 | Samuel Bensoussan v Gianluca Di Nicola | 1-6,6-7 |
| ITF Italy F11 | 2016/05/19 08:00 | Cristian Rodriguez v Yannick Maden | 6-4,3-6,4-6 |
| Challenger Heilbronn | 2016/05/12 11:35 | Yannik Reuter v Yannick Maden | 6-3,6-4 |
| Challenger Heilbronn | 2016/05/10 09:00 | Go Soeda v Yannick Maden | 4-6,5-7 |
| ITF Italy F8 | 2016/04/30 08:00 | Francisco Bahamonde v Yannick Maden | 6-3,3-6,0-6 |
| ITF Italy F8 | 2016/04/29 08:00 | Yannick Maden v Gianluca Mager | 7-6,2-6,6-2 |
| ITF Italy F8 | 2016/04/28 12:05 | Franco Agamenone v Yannick Maden | 2-6,2-6 |
| ITF Italy F8 | 2016/04/27 11:30 | Corentin Moutet v Yannick Maden | 4-6,2-6 |
| ITF Italy F8 | 2016/04/26 11:30 | Florian Fallert v Yannick Maden | 5-7,1-6 |