Round: 25 Ground: Clay
| Challenger San Benedetto Qual | 2016/07/09 13:40 | Michael Linzer v Alessandro Cortegiani | 6-2,6-0 |
| ITF Italy F19 | 2016/07/03 08:50 | Alessandro Cortegiani v Alessandro Ceppellini | 1-6,6-4,1-6 |
| ITF Italy F19 | 2016/07/02 13:10 | Alessandro Cortegiani v Jesse Ross | 6-4,6-2 |
| ITF Italy F18 Qual | 2016/06/26 10:00 | Luca Tomasetto v Alessandro Cortegiani | 6-1,2-6,7-5 |
| ITF Italy F18 Qual | 2016/06/25 10:00 | Nicolo Inserra v Alessandro Cortegiani | 4-6,1-6 |
| ITF Italy F11 Qual | 2016/05/16 09:45 | Hunter Callahan v Alessandro Cortegiani | 6-4,6-0 |
| ITF Italy F11 Qual | 2016/05/15 09:45 | Alessandro Cortegiani v Giovanni Calvano | 6-4,6-4 |
| ITF Italy F11 Qual | 2015/05/24 08:30 | Alessandro Cortegiani v Jacopo Stefanini | 2-6,2-6 |
| ITF Spain F22 | 2016/07/19 10:05 | Marc Giner v Aaron Cortes Alcaraz | 6-3,5-7,6-3 |
| ITF Spain F20 | 2016/07/05 09:40 | Aaron Cortes Alcaraz v Sergio Martos Gornes | 3-6,4-6 |
| ITF Turkey F25 | 2016/06/21 12:00 | Aaron Cortes Alcaraz v Altug Celikbilek | 5-7,6-1,5-7 |
| ITF Turkey F24 | 2016/06/14 11:30 | Aaron Cortes Alcaraz v Muhammet Haylaz | 3-6,2-6 |
| ITF Nigeria F2 MD | 2016/04/25 09:00 | Aldin Setkic v Aaron Cortes Alcaraz | 6-1,6-7,6-3 |
| ITF Spain F8 | 2016/04/06 10:35 | Aaron Cortes Alcaraz v Nuno Deus | 6-7,3-6 |
| ITF Spain F8 | 2016/04/03 12:30 | Aaron Cortes Alcaraz v Sergio R Pereira | 6-1,6-0 |
| ITF Spain F8 | 2016/04/02 12:30 | Aaron Cortes Alcaraz v Alvaro Blanco Damea | 6-0,3-6,6-2 |