Ground: Clay
| ITF Italy F18 | 2014/06/10 10:40 | Edoardo Eremin v Filippo Leonardi | 6-1,7-5 |
| ITF Italy F17 | 2014/06/03 10:25 | Nicolas Kicker v Filippo Leonardi | 2-6,6-3,6-4 |
| ITF Italy F16 | 2014/05/29 18:45 | Benjamin Mitchell v Filippo Leonardi | 3-6,6-4,6-1 |
| 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 |
| Challenger Padova | 2014/06/24 13:20 | Marco Bortolotti v Maximo Gonzalez | 3-6,2-6 |
| ITF Romania F4 | 2014/06/21 10:00 | Marco Bortolotti v Mathias Bourgue | 2-6,1-6 |
| ITF Romania F4 | 2014/06/20 12:00 | Oriol Roca Batalla v Marco Bortolotti | 3-6,6-2,6-7 |
| ITF Romania F4 | 2014/06/18 10:00 | Ciprian Alexandru Porumb v Marco Bortolotti | 5-7,6-3,0-6 |
| ITF Italy F18 | 2014/06/10 11:50 | Pedro Cachin v Marco Bortolotti | 2-6,6-2,6-3 |
| ITF Italy F15 | 2014/05/20 13:05 | Andrea Vavassori v Marco Bortolotti | 4-6,1-6 |
| ITF Italy F14 | 2014/05/13 10:00 | Marco Bortolotti v Matteo Trevisan | 0-6,3-6 |
| ITF Italy F11 | 2014/04/21 12:00 | Alessandro Ceppellini v Marco Bortolotti | 2-6,2-6 |