Stadium: Court 7 Round: 62 Ground: Clay
| ITF M15 Melilla | 2023/09/20 10:50 | Jaime Caldes v Alejo Sanchez Quilez | 2-6,4-6 |
| ITF M25 Madrid | 2023/09/13 08:00 | Jaime Caldes v Daniel Merida Aguilar | 2-6,1-6 |
| ITF M15 Madrid | 2023/09/06 13:35 | Jaime Caldes v Ryan Nijboer | 2-6,6-3,1-6 |
| ITF M25 Oviedo | 2023/08/30 10:00 | Carlos Lopez Montagud v Jaime Caldes | 6-0,6-1 |
| ITF M25 Oviedo | 2023/08/29 18:20 | Jaime Caldes v Kirill Mishkin | 6-3,7-5 |
| ITF M25 Oviedo | 2023/08/27 16:00 | Jaime Caldes v Asier Civera Martinez | 6-3,6-2 |
| ITF M25 Santander | 2023/08/23 12:05 | Jaime Caldes v Imanol L Morillo | 2-6,6-7 |
| ITF M25 Santander | 2023/08/20 14:30 | Jaime Caldes v Aaron Gil Garcia | 6-4,6-4 |
| ITF M15 Sharm El Sheikh | 2023/11/19 08:00 | Saveliy Ivanov v Oskar Oliver Stuchlik | 6-4,6-2 |
| ITF M15 Sharm El Sheikh | 2023/11/14 09:50 | Nicolas Ifi v Oskar Oliver Stuchlik | 7-6,6-4 |
| ITF M15 Sharm El Sheikh | 2023/11/13 10:30 | Oskar Oliver Stuchlik v Vadym Konovchuk | 4-6,6-4,10-7 |
| ITF M15 Sharm El Sheikh | 2023/11/12 08:00 | Oskar Oliver Stuchlik v Abdulhamid Mubarak | 6-4,6-3 |
| ITF M25 Telavi | 2023/10/15 06:00 | Oskar Oliver Stuchlik v Luka Januashvili | 6-1,6-1 |