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| U | Santa Lucía | - | Metropolitan FA | 3:0 (2:0) | ||
| R | Metropolitan FA | - | Santa Lucía | 1:2 (1:1) | ||
| U: 04.08.2021 02:00 | R: 18.08.2021 02:00 | Winnaars: Santa Lucía | ||||
| U | Diriangén FC | - | Marathón | 0:1 (0:0) | ||
| R | Marathón | - | Diriangén FC | 2:1 (1:0) | ||
| U: 04.08.2021 04:00 | R: 19.08.2021 04:15 | Winnaars: Marathón | ||||
| U | Samaritaine | - | UD Universitario | 0:3 Toeg. | ||
| R | UD Universitario | - | Samaritaine | 3:0 Toeg. | ||
| U: 05.08.2021 02:05 | R: 11.08.2021 00:00 | Winnaars: UD Universitario | ||||
| U | Hankook Verdes | - | Santos de Guápiles | 0:1 (0:0) | ||
| R | Santos de Guápiles | - | Hankook Verdes | 5:1 (4:0) | ||
| U: 06.08.2021 02:00 | R: 19.08.2021 02:00 | Winnaars: Santos de Guápiles | ||||
| U | Comunicaciones | - | Once Municipal | 1:1 (1:0) | ||
| R | Once Municipal | - | Comunicaciones | 0:3 (0:0) | ||
| U: 06.08.2021 04:00 | R: 20.08.2021 04:00 | Winnaars: Comunicaciones | ||||
| U | Forge FC | - | FAS | 3:1 (2:1) | ||
| R | FAS | - | Forge FC | 2:2 (1:0) | ||
| U: 13.08.2021 02:00 | R: 18.08.2021 04:15 | Winnaars: Forge FC | ||||
