Round: 25 Ground: Clay
| Challenger Perugia Qual | 2016/06/12 08:30 | Bortolotti, Marco v Maden, Yannick | 4-6,3-6 |
| Challenger Perugia Qual | 2016/06/11 11:05 | Caruana, Liam v Maden, Yannick | 2-6,4-6 |
| ITF Italy F11 | 2016/05/20 15:00 | Di Nicola, Gianluca v Maden, Yannick | 0-6,6-4,6-2 |
| ITF Italy F11 | 2016/05/19 08:00 | Rodriguez, Cristian v Maden, Yannick | 6-4,3-6,4-6 |
| Challenger - Heilbronn | 2016/05/12 11:35 | Reuter, Yannik v Maden, Yannick | 6-3,6-4 |
| Challenger - Heilbronn | 2016/05/10 09:00 | Soeda, Go v Maden, Yannick | 4-6,5-7 |
| Italie F8, Qualifications Simples | 2016/04/30 08:00 | Bahamonde, Francisco v Maden, Yannick | 6-3,3-6,0-6 |
| Italie F8, Qualifications Simples | 2016/04/29 08:00 | Maden, Yannick v Gianluca Mager | 7-6,2-6,6-2 |
| Challenger Perugia Qual | 2016/06/12 08:30 | Barrientos, Nicolas v Rodriguez-Pace, Ricardo | 6-3,6-4 |
| Challenger Perugia Qual | 2016/06/11 12:10 | Barrientos, Nicolas v Cacic, Nikola | 6-4,6-7,6-3 |
| ITF Romania F4 | 2016/05/27 09:00 | Hernandez-Fernandez, Jose v Barrientos, Nicolas | 6-3,6-3 |
| ITF Romania F4 | 2016/05/23 09:00 | Barrientos, Nicolas v Londero, Juan Ignacio | 7-6,6-1 |
| ATP Geneva Qual | 2016/05/14 09:00 | Johan Nikles v Barrientos, Nicolas | 2-6,6-2,6-3 |
| ITF China F5 | 2016/04/17 03:00 | Barrientos, Nicolas v Sekiguchi, Shuichi | 6-4,6-1 |
| ITF China F5 | 2016/04/16 03:00 | Barrientos, Nicolas v Prashanth, N. Vijay Sundar | 6-2,6-1 |
| ITF China F5 | 2016/04/13 03:00 | Barrientos, Nicolas v Gao, Xin | 6-3,6-3 |