Round: 25 Ground: Clay
| ITF Italy F23 | 2014/07/17 13:00 | Maximiliano Estevez v Alessandro Giannessi | 6-7,4-6 |
| ITF Italy F23 | 2014/07/15 14:05 | Deni Zmak v Alessandro Giannessi | 6-7,3-6 |
| Challenger San Benedetto | 2014/07/10 19:50 | Andreas Haider-Maurer v Alessandro Giannessi | 6-1,6-3 |
| Challenger San Benedetto | 2014/07/08 14:40 | Alessandro Giannessi v Gerard Granollers-Pujol | 6-1,6-1 |
| Challenger Todi | 2014/07/02 08:00 | Alessandro Giannessi v Maximo Gonzalez | 6-7,2-6 |
| Challenger Padova | 2014/06/27 11:00 | Alessandro Giannessi v Jordi Samper-Montana | 4-6,5-7 |
| Challenger Padova | 2014/06/26 09:30 | Adrian Ungur v Alessandro Giannessi | 5-7,0-6 |
| Challenger Milan Qual | 2014/06/16 09:20 | Alessandro Giannessi v Juan Lizariturry | 4-6,4-6 |
| ITF Italy F24 | 2014/07/22 17:00 | Walter Trusendi v Fabio Mercuri | 6-0,6-3 |
| ITF Italy F21 | 2014/07/02 16:00 | Jordi Samper-Montana v Walter Trusendi | 6-1,6-0 |
| ITF Italy F21 | 2014/07/01 11:15 | Nicola Ghedin v Walter Trusendi | 6-2,3-6,3-6 |
| Challenger Caltanissetta Qual | 2014/06/08 15:30 | Walter Trusendi v Claudio Grassi | 4-6,6-2,1-6 |
| ITF Italy F16 | 2014/05/29 13:00 | Walter Trusendi v Mitchell Krueger | 4-6,6-7 |
| ATP Munich Qual | 2014/04/26 15:00 | Walter Trusendi v Norbert Gombos | 4-6,2-6 |
| ITF Italy F6 | 2014/03/18 09:00 | Walter Trusendi v Pietro Licciardi | 6-3,3-6,1-6 |
| ITF Italy F5 | 2014/03/13 11:45 | Walter Trusendi v Arthur De Greef | 1-6,3-6 |