Stadium: Cancha 1 Round: 25 Ground: Clay
| Challenger Cordenons | 2021/08/01 09:00 | Camilo Ugo Carabelli v Rafael Matos | 4-6,7-5,6-2 |
| Challenger Aix en Provence | 2021/06/13 11:15 | Nikolas Sanchez Izquierdo v Rafael Matos | 6-2,6-2 |
| Challenger Tallahassee | 2021/04/18 19:30 | Rafael Matos v Sekou Bangoura | 3-6,4-6 |
| Challenger Santiago | 2021/03/16 17:10 | Pedro Sousa v Rafael Matos | 6-4,6-3 |
| Challenger Santiago | 2021/03/15 13:00 | Joao Menezes v Rafael Matos | 6-2,6-4 |
| Challenger Santiago | 2021/03/14 14:00 | Luis David Martinez v Rafael Matos | 2-6,3-6 |
| ATP Santiago | 2021/03/06 13:00 | Rafael Matos v Pedro Sakamoto | 3-6,1-6 |
| Challenger Concepcion | 2021/02/15 15:40 | Thiago Agustin Tirante v Rafael Matos | 6-3,2-6,6-3 |
| ITF M15 Xativa | 2021/08/04 07:00 | Diego F Flores v Inaki Montes-De La Torre | 3-6,2-6 |
| ITF M25 Idanha-A-Nova | 2021/07/19 13:00 | Diego F Flores v Mario G Fernandez | 6-2,3-6,5-10 |
| ITF M25 Idanha-A-Nova | 2021/07/18 13:00 | Diego F Flores v Michel-Alexandre Fortin | 6-1,6-0 |
| ITF M25 Idanha-A-Nova | 2021/07/15 08:00 | Nicolas Moreno De Alboran v Diego F Flores | 6-7,6-4,6-4 |
| ITF M25 Idanha-A-Nova | 2021/07/14 09:35 | Dhruva Mulye v Diego F Flores | 1-6,1-6 |
| ITF M15 Almada | 2021/07/09 10:20 | Joao Lucas Reis da Silva v Diego F Flores | 6-4,7-6 |
| ITF M15 Almada | 2021/07/08 11:15 | Diego F Flores v Takuto Niki | 6-7,6-3,6-4 |
| ITF M15 Almada | 2021/07/07 10:30 | Diego F Flores v Luis Faria | 6-3,6-7,6-3 |