| ITF Italia F21 | 07/31 08:00 | 25 | Filippo Leonardi v Riccardo Bonadio | 3-6,6-7 | |
| ITF Italia F18 | 07/10 13:05 | 25 | Sebastian Fanselow v Filippo Leonardi | 6-3,6-3 | |
| ITF Italia F17 | 07/03 11:00 | 25 | Filippo Leonardi v Fabrizio Ornago | 6-7,6-1,3-6 | |
| ITF Italia F14 | 06/11 15:15 | 25 | Filippo Leonardi v Nik Razborsek | 6-4,4-6,4-6 | |
| ITF Italia F13 | 06/06 15:55 | 26 | Manuel Guinard v Filippo Leonardi | 6-4,6-3 | |
| ITF Italia F13 | 06/05 09:30 | 25 | Filippo Leonardi v Andrea Guerrieri | 6-0,6-3 | |
| ITF Italia F10 | 05/16 11:30 | 26 | Riccardo Balzerani v Filippo Leonardi | 6-1,7-6 | |
| ITF Italia F10 | 05/15 14:55 | 25 | Pasquale De Giorgio v Filippo Leonardi | 4-6,0-6 | |
| ITF Italia F4 | 03/21 14:00 | 25 | Filippo Leonardi v Hugo Dellien | 3-6,0-6 | |
| ITF Italia F3 | 03/15 13:00 | 26 | Filippo Leonardi v Martin Cuevas | 4-6,6-3,1-6 | |
| ITF Italia F3 | 03/13 14:45 | 25 | Marco De Rossi v Filippo Leonardi | 3-6,5-7 | |
| ITF Túnez F6 | 02/14 09:00 | 25 | Filippo Leonardi v Anis Ghorbel | 2-6,4-6 | |
| ITF Túnez F5 | 02/09 09:00 | 27 | David Guez v Filippo Leonardi | 6-1,6-3 | |
| ITF Túnez F5 | 02/08 09:00 | 26 | Filippo Leonardi v Lukas Ollert | 6-4,4-6,6-4 | |
| ITF Túnez F5 | 02/06 12:35 | 25 | Filippo Leonardi v Clement Larriere | 6-3,6-1 | |
| ITF Túnez F4 | 02/01 11:05 | 26 | Clement Geens v Filippo Leonardi | 6-4,6-1 | |
| ITF Túnez F4 | 01/31 09:00 | 25 | Alexey Aleshchev v Filippo Leonardi | 0-6,4-6 | |
| ITF Catar F5 | 12/12 12:00 | 25 | Filippo Leonardi v Lucas Miedler | 4-6,3-6 | |
| ITF Catar F4 | 12/05 12:00 | 25 | Tom Farquharson v Filippo Leonardi | 7-6,2-6,6-2 | |
| ITF Kuwait F3 | 11/18 08:45 | 28 | Filippo Leonardi v Maximilian Neuchrist | 4-6,6-7 | |
| ITF Kuwait F3 | 11/17 06:00 | 27 | Filippo Leonardi v Benjamin Lock | 6-1,6-1 | |
| ITF Kuwait F3 | 11/15 06:00 | 26 | Filippo Leonardi v Niklas Johansson | 6-2,6-0 | |
| ITF Kuwait F3 | 11/13 12:00 | 25 | Filippo Leonardi v Aria Harajchi | 6-4,6-0 | |
| ITF Kuwait F2 | 11/11 08:05 | 28 | Filippo Leonardi v Kristian Lozan | 1-6,6-1,3-6 | |
| ITF Kuwait F2 | 11/10 06:00 | 27 | Daniel Altmaier v Filippo Leonardi | Walkover | |
| ITF Kuwait F2 | 11/08 07:00 | 26 | Abdulrahman Alawadhi v Filippo Leonardi | 3-6,0-6 | |
| ITF Kuwait F2 | 11/06 07:55 | 25 | Filippo Leonardi v Benjamin Lock | 6-4,7-5 | |
| ITF Turquía F39 | 10/21 07:45 | 28 | Filippo Leonardi v Thiago Seyboth Wild | 0-6,1-6 | |
| ITF Turquía F39 | 10/20 08:15 | 27 | Dmitry Popko v Filippo Leonardi | 6-1,5-7,4-6 | |
| ITF Turquía F39 | 10/19 07:15 | 26 | Filippo Leonardi v Maciej Rajski | 7-6,6-7,6-1 |