Stadium: Court 2 Round: 62 Ground: Clay
| ITF M25 Denia | 2023/07/23 15:30 | Jaime Caldes v Julian Alonso | 6-3,6-1 |
| ITF M25 Gandia | 2023/07/19 17:20 | Pedro Rodenas v Jaime Caldes | 6-0,6-1 |
| ITF M15 Rabat | 2023/06/13 09:00 | Mateo Barreiros Reyes v Jaime Caldes | 6-3,7-6 |
| ITF M15 Tanger | 2023/06/05 13:30 | Jaime Caldes v Nikos Lehmann | 1-6,5-7 |
| ITF M25 La Nucia | 2023/06/01 07:00 | Ryan Nijboer v Jaime Caldes | 6-2,6-7,6-1 |
| ITF M25 La Nucia | 2023/05/31 10:00 | Tiago Pereira v Jaime Caldes | 6-1,6-4 |
| ITF M25 La Nucia | 2023/05/29 17:00 | Toprak Avcibasi v Jaime Caldes | 1-6,1-6 |
| ITF M15 Antalya | 2023/05/19 07:30 | Dragos Nicolae Madaras v Jaime Caldes | 6-4,6-0 |
| ITF M25 Denia | 2023/07/23 15:30 | Illya Maksymchuk v Sergi Fita Juan | 6-3,7-5 |
| ITF M25 Gandia | 2023/07/16 08:00 | Illya Maksymchuk v Jordi Domenech Castillo | 6-4,5-7,3-10 |
| ITF M25 Bakio | 2023/06/27 17:10 | Illya Maksymchuk v Alvaro Lopez San Martin | 2-6,1-6 |
| ITF M25 Bakio | 2023/06/26 09:45 | Illya Maksymchuk v Marc Saura Moragrega | 7-5,6-3 |
| ITF M25 Bakio | 2023/06/25 14:45 | Miguel Garcia v Illya Maksymchuk | 4-6,1-6 |
| ITF M25 Martos | 2023/06/14 15:00 | Daniel Cukierman v Illya Maksymchuk | 7-6,6-2 |
| ITF M25 Martos | 2023/06/13 09:25 | Ignacio B Alia v Illya Maksymchuk | 6-7,1-6 |
| ITF M25 La Nucia | 2023/05/29 17:00 | Illya Maksymchuk v Carles Hernandez | 7-6,1-6,3-10 |