Stadium: Court 1 Round: 54 Ground: Clay
| ITF - Oviedo M25 | 2023/08/27 16:00 | Jaime Caldes v Asier Civera Martinez | 6-3,6-2 |
| ITF - Santander M25 | 2023/08/23 12:05 | Jaime Caldes v Imanol L Morillo | 2-6,6-7 |
| ITF - Santander M25 | 2023/08/20 14:30 | Jaime Caldes v Aaron Gil Garcia | 6-4,6-4 |
| ITF - Xativa M15 | 2023/08/02 17:15 | Michiel de Krom v Jaime Caldes | 6-1,4-6,5-7 |
| ITF - Xativa M15 | 2023/08/01 07:00 | Jaime Caldes v Albert Pedrico Kravtsov | 6-1,5-7,10-3 |
| ITF - Xativa M15 | 2023/07/31 09:30 | Jaime Caldes v Jorge Plans | 6-4,6-2 |
| ITF - Xativa M15 | 2023/07/30 15:00 | Jaime Caldes v Julian Alonso | 7-6,7-5 |
| ITF - Denia M25 | 2023/07/27 10:55 | Jaime Caldes v Carlos Lopez Montagud | 6-3,1-6,2-6 |
| ITF - Oviedo M25 | 2023/08/28 16:40 | Vitali Shvets v Kirill Mishkin | 4-6,1-6 |
| ITF - Gandia M25 | 2023/07/16 08:00 | Alejandro Garcia v Kirill Mishkin | 6-4,4-6,10-2 |
| ITF - Esch/Alzette M25 | 2023/07/10 17:30 | Niels Visker v Kirill Mishkin | 6-4,6-4 |
| ITF - Esch/Alzette M25 | 2023/07/09 11:30 | Tom Pisane v Kirill Mishkin | 5-7,4-6 |
| ITF - Getxo M25 | 2023/07/04 12:00 | Kirill Mishkin v Pedro Rodenas | 5-7,0-6 |
| ITF - Getxo M25 | 2023/07/03 09:35 | Tomas C Abasolo v Kirill Mishkin | 6-3,2-6,10-12 |
| ITF - Getxo M25 | 2023/07/02 11:30 | Dimitris Sakellaridis v Kirill Mishkin | 2-6,6-4,9-11 |
| ITF - Belgrad M15 | 2023/06/25 09:30 | Mihailo Popovic v Kirill Mishkin | 6-4,1-6,10-7 |