Stadium: Court 8 Round: 62 Ground: Clay
| ITF M15 Huy | 2023/08/21 15:45 | Giammarco Gandolfi v Harold Huens | 3-6,2-6 |
| ITF M15 Huy | 2023/08/21 09:10 | Giammarco Gandolfi v Daniel Verbeek | 7-6,5-7,10-3 |
| Challenger Trieste | 2023/07/16 14:30 | Clement Tabur v Giammarco Gandolfi | 6-3,6-0 |
| ITF M25 Padova | 2023/07/11 12:00 | Fausto Tabacco v Giammarco Gandolfi | 6-3,6-0 |
| ITF M25 Cattolica | 2023/06/20 11:35 | Marcello Serafini v Giammarco Gandolfi | 6-4,6-3 |
| ITF M25 Cattolica | 2023/06/19 11:40 | Manuel Plunger v Giammarco Gandolfi | 0-6,7-6,5-10 |
| ITF M25 Cattolica | 2023/06/18 11:10 | Filippo Mazzola v Giammarco Gandolfi | 1-6,4-6 |
| ITF M15 Chieti | 2023/06/16 13:00 | Giammarco Gandolfi v Tommaso Compagnucci | 0-6,1-6 |
| ITF M15 Addis Ababa | 2023/05/17 07:55 | Alexey Aleshchev v Ishaque Eqbal | 1-6,2-6 |
| ITF M15 Monastir | 2023/04/03 15:00 | Alexey Aleshchev v Jakub Katuch | 4-6,6-2,11-13 |
| ITF M15 Antalya | 2023/03/22 10:10 | Nicolas Zanellato v Alexey Aleshchev | 6-1,6-1 |
| ITF M15 Sharm El Sheikh | 2023/01/30 08:00 | Alexey Aleshchev v Akram El Sallaly | 6-3,1-6,6-10 |
| ITF M15 Sharm El Sheikh | 2023/01/29 08:00 | Alexey Aleshchev v Filip Gabriel Bara | 6-7,7-6,10-7 |
| ITF M15 Oslo | 2019/03/05 09:00 | Marcus Mansson v Alexey Aleshchev | 6-3,1-6,10-7 |
| ITF M15 Oslo | 2019/03/04 09:00 | Alexey Aleshchev v Lucas Renard | 6-4,6-4 |
| ITF M25 Kazan | 2019/01/21 09:30 | Philipp Klimov v Alexey Aleshchev | 6-3,6-3 |