Round: 54 Ground: Clay
| Challenger Andria Qual | 2016/11/19 14:00 | Michal Przysiezny v Andres Gabriel Ciurletti | 6-4,6-1 |
| Challenger Brescia Qual | 2016/11/12 17:10 | Riccardo Ghedin v Andres Gabriel Ciurletti | 6-4,7-6 |
| ITF Italy F36 | 2016/11/02 11:45 | Andrea Grazioso v Andres Gabriel Ciurletti | 6-3,6-0 |
| ITF Italy F36 | 2016/11/01 08:30 | Paolo Dagnino v Andres Gabriel Ciurletti | 5-7,2-6 |
| ITF Italy F36 Qual | 2016/10/30 08:30 | Andres Gabriel Ciurletti v Gianluca Acquaroli | 2-6,3-6 |
| ITF Italy F35 | 2016/10/25 10:15 | Pietro Licciardi v Andres Gabriel Ciurletti | 6-4,6-1 |
| ITF Italy F34 | 2016/10/18 08:30 | Daniel Altmaier v Andres Gabriel Ciurletti | 6-1,6-2 |
| ITF Italy F34 Qual | 2016/10/15 08:00 | Davide Della Tommasina v Andres Gabriel Ciurletti | 3-6,2-6 |
| ITF Germany F16 | 2016/10/25 11:05 | Oscar Otte v Demian Raab | 6-2,6-1 |
| ITF Italy F31 | 2016/09/28 10:40 | Corentin Denolly v Demian Raab | 7-6,5-7,6-2 |
| ITF Italy F31 | 2016/09/27 08:55 | Corrado Summaria v Demian Raab | 5-7,6-3,3-6 |
| ITF Italy F30 | 2016/09/19 12:25 | Giovanni Rizzuti v Demian Raab | 6-4,3-6,6-1 |
| ITF Italy F29 | 2016/09/14 08:35 | Demian Raab v Andrea Basso | 2-6,2-6 |
| ITF Italy F29 | 2016/09/13 09:40 | Paul Woerner v Demian Raab | 4-6,3-6 |
| ATP Hamburg Qual | 2016/07/09 10:00 | Thiago Monteiro v Demian Raab | 6-2,6-1 |
| ITF Netherlands F3 | 2016/06/27 13:05 | George Von Massow v Demian Raab | 6-2,6-1 |