Ground: Clay
| 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 |
| Italy F8, Singles Qualifying | 2014/04/01 11:15 | Leonardi, Filippo v Cammarata, Alberto | 6-2,6-4 |
| ITF Italy F7 | 2014/03/24 12:30 | Leonardi, Filippo v ロベルト・カルバレス・バエナ | 5-7,7-6,4-6 |
| ITF Italy F6 | 2014/03/18 09:00 | マキシム・ジャンビエ v Leonardi, Filippo | 4-6,6-1,6-4 |