Stadium: Cancha 1 Round: 28 Ground: Clay
| Challenger Buenos Aires MD | 2021/10/20 21:10 | Matos/M R Alves v Cerundolo/Cuevas | 6-2,7-5 |
| Challenger Montevideo MD | 2021/11/11 22:10 | Matos/M R Alves v Casanova/Rodriguez Taverna | 6-4,6-1 |
| Challenger Montevideo MD | 2021/11/10 19:40 | Matos/M R Alves v Cid Subervi/Olivieri | 6-2,6-1 |
| Challenger Buenos Aires MD | 2021/10/21 17:10 | Matos/M R Alves v Darderi/Torres | 6-7,6-2,6-10 |
| Challenger Buenos Aires MD | 2021/10/20 21:10 | Matos/M R Alves v Cerundolo/Cuevas | 6-2,7-5 |
| Challenger Santiago MD | 2021/10/14 17:25 | Matos/M R Alves v Barrientos/Romboli | 6-2,4-6,7-10 |
| Challenger Santiago MD | 2021/10/08 20:50 | Matos/M R Alves v Hidalgo/Jarry | 6-2,2-6,8-10 |
| Challenger Santiago MD | 2021/10/07 16:00 | Matos/M R Alves v Baez/P De Almeida | 6-4,6-3 |
| Challenger Santiago MD | 2021/10/06 17:30 | Matos/M R Alves v Ortiz/Ortiz Gamonal | 6-2,6-1 |
| Challenger Montevideo MD | 2021/11/12 00:30 | Cerundolo/Cuevas v Collarini/Duran | 1-6,6-2,12-10 |
| Challenger Montevideo MD | 2021/11/11 01:05 | Cerundolo/Cuevas v Klier Junior/P De Almeida | 6-3,6-2 |
| Challenger Buenos Aires MD | 2021/10/20 21:10 | Matos/M R Alves v Cerundolo/Cuevas | 6-2,7-5 |