Ground: Clay
| ITF Italy F15 | 2014/05/20 16:50 | ロベルト・マルコーラ v Leonardi, Filippo | 6-4,7-6 |
| ITF Italy F13 | 2014/05/07 08:00 | Leonardi, Filippo v Lizariturry, Juan | 4-6,3-6 |
| ITF Italy F13 | 2014/05/06 08:00 | Grazioso, Andrea v Leonardi, Filippo | 2-6,2-6 |
| ITF Italy F12 | 2014/04/29 08:00 | Leonardi, Filippo v ディアラ,ジブリル | 3-6,4-6 |
| Italy F10, Singles Qualifying | 2014/04/14 11:20 | ペトロン,アレッサンドロ v Leonardi, Filippo | 4-6,7-6,7-6 |
| Italy F8, Singles Qualifying | 2014/04/04 07:00 | Brizzi, Alberto v Leonardi, Filippo | 6-3,6-1 |
| Italy F8, Singles Qualifying | 2014/04/03 09:45 | Leonardi, Filippo v ジャンルーカ・マーゲル | 6-3,7-6 |
| Italy F8, Singles Qualifying | 2014/04/02 10:30 | Dettinger, Moritz v Leonardi, Filippo | 3-6,5-7 |