Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Madrid | 2021/10/26 08:00 | Jaime Caldes v Ilya Rudiukov | 6-3,6-2 |
| ITF M15 Girona | 2021/10/20 08:00 | Jaime Caldes v Pol Toledo Bague | 4-6,0-6 |
| ITF M15 Platja D'Aro | 2021/10/11 08:30 | Marc Othman Ktiri v Jaime Caldes | 6-4,6-1 |
| ITF M15 Platja D'Aro | 2021/10/10 08:00 | Ervin H Eminefendic v Jaime Caldes | 3-6,1-6 |
| ITF M15 Melilla | 2021/09/21 11:00 | Max Alcala Gurri v Jaime Caldes | 6-4,6-3 |
| UTR Pro Tennis Series Barcelona | 2021/06/25 11:00 | Alejandro Moro Canas v Jaime Caldes | 6-0,6-2 |
| UTR Pro Tennis Series Barcelona | 2021/06/23 11:00 | Jaime Caldes v Javier Alejandro Mendoza Crespo | 6-3,3-6,2-6 |
| UTR Pro Tennis Series Barcelona | 2021/06/22 16:00 | Jaime Caldes v Gerard Planelles Ripoll | 6-4,6-2 |
| ITF M25 Madrid | 2021/10/26 08:00 | Stefan Micov v Stefanos Sakellaridis | 4-6,6-7 |
| ITF M15 Girona | 2021/10/17 13:00 | Stefanos Sakellaridis v Giuseppe Tresca | 6-2,1-6,7-10 |
| UTR Pro Tennis Series Zadar | 2021/10/03 08:00 | Stefanos Sakellaridis v Mile Matic | 5-7,4-5 |
| UTR Pro Tennis Series Zadar | 2021/10/02 11:30 | Stefanos Sakellaridis v Myroslav Bondar | 6-2,5-0 |
| UTR Pro Tennis Series Zadar | 2021/10/01 08:00 | Janos Fekete v Stefanos Sakellaridis | 6-1,6-6 |
| UTR Pro Tennis Series Zadar | 2021/09/30 09:30 | Christos Keisidis v Stefanos Sakellaridis | 4-6,6-4,6-4 |
| UTR Pro Tennis Series Zadar | 2021/09/28 12:30 | Duje Kekez v Stefanos Sakellaridis | 7-6,6-3 |
| UTR Pro Tennis Series Zadar | 2021/09/27 11:30 | Stefanos Sakellaridis v Drazen Petrovic | 7-6,2-6,5-2 |