Stadium: Court 2 Round: 25 Ground: Clay
| ITF Italy F20 | 2017/07/06 12:00 | Leonardi, Filippo v Andrea Guerrieri | 6-3,6-0 |
| ITF Italy F31 | 2015/10/14 11:15 | Andrea Guerrieri v Leonardi, Filippo | 6-4,6-2 |
| Italie F10, Qualifications Simples | 2018/05/16 11:30 | Balzerani, Riccardo v Leonardi, Filippo | 6-1,7-6 |
| Italie F10, Qualifications Simples | 2018/05/15 14:55 | Pasquale De Giorgio v Leonardi, Filippo | 4-6,0-6 |
| ITF Italy F4 | 2018/03/21 14:00 | Leonardi, Filippo v Hugo Dellien | 3-6,0-6 |
| Italie F3, Simples | 2018/03/15 13:00 | Leonardi, Filippo v Cuevas, Martin | 4-6,6-3,1-6 |
| Italie F3, Simples | 2018/03/13 14:45 | de Rossi, Marco v Leonardi, Filippo | 3-6,5-7 |
| Tunisia F6, Singles Qualifying | 2018/02/14 09:00 | Leonardi, Filippo v Ghorbel, Anis | 2-6,4-6 |
| ITF Tunisia F5 | 2018/02/09 09:00 | Guez, David v Leonardi, Filippo | 6-1,6-3 |
| ITF Tunisia F5 | 2018/02/08 09:00 | Leonardi, Filippo v Ollert, Lukas | 6-4,4-6,6-4 |
| ITF Italy F12 | 2018/06/01 16:20 | Andrea Guerrieri v Jacopo Berrettini | 1-6,2-6 |
| ITF Italy F12 | 2018/05/31 10:30 | Andrea Guerrieri v Esteve Lobato, Eduard | 6-2,6-3 |
| ITF Italy F12 | 2018/05/29 16:00 | Bensoussan, Samuel v Andrea Guerrieri | 6-2,0-6,5-7 |
| ITF Italy F11 | 2018/05/24 07:30 | Tabatruong, Maxime v Andrea Guerrieri | 6-0,6-2 |
| ITF Italy F11 | 2018/05/23 10:50 | Andrea Guerrieri v Giner, Marc | 7-6,6-4 |
| Italie F11, Qualifications Simples | 2018/05/21 16:50 | Andrea Guerrieri v Pasquale De Giorgio | 6-1,6-0 |
| Italie F11, Qualifications Simples | 2018/05/20 09:00 | Andrea Guerrieri v Crocetti, Gianmarco | 6-0,6-2 |
| Italie F10, Qualifications Simples | 2018/05/17 14:15 | Balzerani, Riccardo v Andrea Guerrieri | 6-0,4-6,6-2 |