| ITF Italy F18 | 06/22 14:15 | 26 | Filippo Leonardi v Lorenzo Frigerio | 6-7,7-6,3-6 | |
| ITF Italy F18 | 06/21 10:35 | 25 | Filippo Leonardi v Federico Iannaccone | 6-3,6-2 | |
| ITF Italy F16 Qual | 06/05 10:45 | 44 | Edoardo Eremin v Filippo Leonardi | 6-4,6-2 | |
| ITF Italy F16 Qual | 06/04 12:30 | 44 | Tom Schonenberg v Filippo Leonardi | 7-6,5-7,5-7 | |
| ITF Italy F15 | 05/29 13:00 | 25 | Filippo Leonardi v Yannick Maden | 3-6,3-6 | |
| ITF Italy F15 | 05/28 10:00 | 54 | Filippo Leonardi v Remy Bertola | 6-4,6-2 | |
| ITF Italy F13 | 05/14 07:00 | 44 | Francesco Salviato v Filippo Leonardi | 6-4,6-3 | |
| ITF Italy F12 | 05/11 11:15 | 26 | Tobias Simon v Filippo Leonardi | 6-2,7-6 | |
| ITF Italy F12 | 05/10 09:10 | 25 | Filippo Leonardi v Luca Prevosto | 6-3,4-6,6-2 | |
| ITF Tunisia F11 | 03/22 13:40 | 25 | Amine Ahouda v Filippo Leonardi | 6-2,6-1 | |
| ITF Tunisia F10 | 03/15 08:30 | 25 | Filippo Leonardi v Louis Tessa | 6-3,4-6,4-6 | |
| ITF Tunisia F10 | 03/13 08:30 | 62 | Filippo Leonardi v Marvin B Spiering | 5-7,6-3,7-5 | |
| ITF Tunisia F10 | 03/12 08:00 | 62 | Filippo Leonardi v Nikolay Vylegzhanin | 6-2,6-0 | |
| ITF Tunisia F8 | 02/28 10:10 | 25 | Filippo Leonardi v Nicolas Santos | 5-7,1-6 | |
| ITF Tunisia F8 | 02/27 08:30 | 62 | Peter Goldsteiner v Filippo Leonardi | 4-6,5-7 | |
| ITF Tunisia F8 | 02/26 08:00 | 62 | Felipe Derdoy v Filippo Leonardi | 3-6,0-6 | |
| ITF Tunisia F8 | 02/25 14:00 | 62 | Horst Rieder v Filippo Leonardi | 1-6,1-6 | |
| ITF Tunisia F7 | 02/20 08:30 | 62 | Filippo Leonardi v Paul Woerner | 3-6,1-6 | |
| ITF Tunisia F7 | 02/19 08:00 | 62 | Filippo Leonardi v Carlos Sanchez Jover | 7-6,6-4 | |
| ITF Tunisia F7 | 02/18 08:00 | 62 | Filippo Leonardi v Robin Lang | 6-3,6-2 | |
| ITF Spain F3 | 01/31 12:00 | 25 | Ricardo Ojeda Lara v Filippo Leonardi | 6-2,6-1 | |
| ITF Spain F3 | 01/30 09:00 | 62 | Filippo Leonardi v Gianluca Acquaroli | 6-4,7-6 | |
| ITF Spain F3 | 01/29 12:00 | 62 | Filippo Leonardi v Luca Prevosto | 6-2,6-1 | |
| ITF Spain F3 | 01/28 16:00 | 62 | Filippo Leonardi v Gerard E Juan | 6-3,6-2 | |
| ITF Spain F2 | 01/25 09:00 | 25 | Filippo Leonardi v Ricardo Ojeda Lara | 2-6,0-6 | |
| ITF Spain F1 | 01/16 14:10 | 25 | Filippo Leonardi v Maxime Chazal | 2-6,6-7 | |
| ITF Italy F33 | 10/12 09:10 | 26 | Stefano Travaglia v Filippo Leonardi | 6-3,6-2 | |
| ITF Italy F33 | 10/10 09:20 | 25 | Filippo Leonardi v Benjamin Loccisano | 6-1,6-2 | |
| ITF Italy F31 | 09/28 12:15 | 26 | Yannick Maden v Filippo Leonardi | 6-3,6-2 | |
| ITF Italy F31 | 09/26 09:00 | 25 | Florian Fallert v Filippo Leonardi | 3-6,3-6 |