Ground: Clay
| ITF Italy F15 | 2014/05/20 16:50 | Roberto Marcora v Filippo Leonardi | 6-4,7-6 |
| ITF Italy F13 | 2014/05/07 08:00 | Filippo Leonardi v Juan Lizariturry | 4-6,3-6 |
| ITF Italy F13 | 2014/05/06 08:00 | Andrea Grazioso v Filippo Leonardi | 2-6,2-6 |
| ITF Italy F12 | 2014/04/29 08:00 | Filippo Leonardi v Gibril Diarra | 3-6,4-6 |
| ITF Italy F10 | 2014/04/14 11:20 | Alessandro Petrone v Filippo Leonardi | 4-6,7-6,7-6 |
| ITF Italy F8 | 2014/04/04 07:00 | Alberto Brizzi v Filippo Leonardi | 6-3,6-1 |
| ITF Italy F8 | 2014/04/03 09:45 | Filippo Leonardi v Gianluca Mager | 6-3,7-6 |
| ITF Italy F8 | 2014/04/02 10:30 | Moritz Dettinger v Filippo Leonardi | 3-6,5-7 |