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| 1st(1st leg) | Municipal Liberia | - | Brujas de Escazú | 1:2 | ||
| 2nd (2nd leg) | Brujas de Escazú | - | Municipal Liberia | 3:1 | ||
| 1st(1st leg): 09/12/2009 18:00 | 2nd (2nd leg): 13/12/2009 17:00 | Winner: Brujas de Escazú | ||||
| 1st(1st leg) | Puntarenas FC | - | CS Cartaginés | 2:1 | ||
| 2nd (2nd leg) | CS Cartaginés | - | Puntarenas FC | 1:1 | ||
| 1st(1st leg): 10/12/2009 02:00 | 2nd (2nd leg): 13/12/2009 22:00 | Winner: Puntarenas FC | ||||
