 |
 |
| 1. Round | ||||||
|---|---|---|---|---|---|---|
| 29/07/2009 | 01:00 | D.C. United | - | Luis Ángel Firpo | 1:1 | |
| 03:00 | CF Pachuca | - | Deportivo Jalapa | 3:0 | ||
| 30/07/2009 | 01:00 | San Francisco FC | - | San Juan Jabloteh | 2:0 | |
| 01:00 | Toronto FC | - | Puerto Rico Islanders | 0:1 | ||
| 03:00 | Municipal Liberia | - | Real España | 3:0 | ||
| 31/07/2009 | 01:00 | W Connection FC | - | New York RB | 2:2 | |
| 03:00 | Olimpia | - | Árabe Unido | 2:1 | ||
| 03:00 | CS Herediano | - | Cruz Azul | 2:6 | ||
| 05/08/2009 | 01:00 | Puerto Rico Islanders | - | Toronto FC | 0:0 | |
| 03:05 | Deportivo Jalapa | - | CF Pachuca | 1:7 | ||
| 03:05 | Luis Ángel Firpo | - | D.C. United | 4:5 pso | ||
| 06/08/2009 | 01:00 | New York RB | - | W Connection FC | 1:2 | |
| 03:00 | Cruz Azul | - | CS Herediano | 0:0 | ||
| 07/08/2009 | 01:00 | San Juan Jabloteh | - | San Francisco FC | 3:0 | |
| 01:00 | Árabe Unido | - | Olimpia | 1:0 | ||
| 03:00 | Real España | - | Municipal Liberia | 6:0 | ||
