Stadium: Cancha 8 Round: 14 Ground: Clay
| ITF M25 Esch/Alzette | 2023/07/17 11:55 | Luis Britto v Joaquin Leon Macchiavello | 7-6,6-2 |
| ITF M25 Esch/Alzette Qual | 2023/07/16 14:10 | Alexander Marinov v Joaquin Leon Macchiavello | 0-6,4-6 |
| ITF M25 Esch/Alzette | 2023/07/10 07:00 | Joaquin Leon Macchiavello v Joel Angel Lucero | 3-6,3-6 |
| ITF M25 Esch/Alzette | 2023/07/09 08:00 | Joaquin Leon Macchiavello v Sebastian Buehler | 6-0,6-3 |
| ITF M15 Casablanca | 2023/06/26 09:00 | Niccolo Baroni v Joaquin Leon Macchiavello | 6-1,6-3 |
| ITF M15 Casablanca | 2023/06/25 09:30 | Joaquin Leon Macchiavello v Luka Sauer Jimenez | 6-2,6-3 |
| ITF M15 Casablanca | 2023/06/19 12:00 | Vladislav Ivanov v Joaquin Leon Macchiavello | 6-0,6-0 |
| ITF M15 Rabat | 2023/06/11 11:30 | Joaquin Leon Macchiavello v Rocco Piatti | 0-6,0-6 |
| Challenger Santa Cruz | 2023/09/11 18:00 | Orlando Luz v Victor Lilov | 6-3,6-4 |
| Challenger Santa Cruz | 2023/09/10 17:10 | Mateo Barreiros Reyes v Victor Lilov | 5-7,7-6,3-6 |
| Challenger Lima | 2023/08/22 15:00 | Blaise Bicknell v Victor Lilov | 6-2,6-4 |
| Challenger Lima | 2023/08/21 15:00 | Victor Lilov v Fermin Tenti | 6-2,7-5 |
| Challenger Lima | 2023/08/20 16:30 | Victor Lilov v Luciano Tacchi | 6-4,6-1 |
| ITF M25 Trujillo | 2023/08/15 13:55 | Victor Lilov v Ignacio Monzon | 5-7,6-1,2-6 |
| Challenger Porto | 2023/07/30 10:00 | Johannes Haerteis v Victor Lilov | 6-4,2-6,6-2 |
| ITF M25 Porto | 2023/07/27 10:00 | Alexandre Reco v Victor Lilov | 6-4,1-6,6-3 |