Ground: Clay
| ITF Portugal F11 | 2014/10/21 16:00 | Viktor Durasovic v Leonardi, Filippo | 3-6,7-5,6-0 |
| ITF Portugal F10 | 2014/10/16 12:00 | Leonardi, Filippo v Ribeiro Navarrete, Samuel | 4-6,3-6 |
| ITF Portugal F10 | 2014/10/13 11:00 | Rochette, Laurent v Leonardi, Filippo | 6-4,6-7,2-6 |
| ITF Italy F34 | 2014/10/02 09:35 | Tatlot, Johan Sebastien v Leonardi, Filippo | 7-6,6-1 |
| ITF Italy F34 | 2014/10/01 10:00 | Leonardi, Filippo v Joris De Loore | 7-6,7-6 |
| ITF Italy F31 | 2014/09/12 08:00 | Fallert, Florian v Leonardi, Filippo | 6-2,4-6,6-1 |
| ITF Italy F31 | 2014/09/11 10:00 | Giraldi Requena, Marcos v Leonardi, Filippo | 4-6,6-7 |
| ITF Italy F31 | 2014/09/09 07:30 | Raab, Demian v Leonardi, Filippo | 4-6,0-6 |
| ITF Morocco F4 | 2014/11/02 12:30 | Adnaoui, Mohamed v Benamar, Ayoub | 6-4,5-7,4-6 |
| ITF Morocco F4 | 2014/11/01 14:00 | Benamar, Ayoub v Davutov, Iskander | 4-6,6-3,6-2 |