Aguilas Guan. 3-6 Real España *
| 07.08.2009 | Real España | 6-0 | Aguilas Guan. | |
| 30.07.2009 | Aguilas Guan. | 3-0 | Real España | |
*Pachuca CF 10-1 CD Jalapa
| 05.08.2009 | CD Jalapa | 1-7 | Pachuca CF | |
| 29.07.2009 | Pachuca CF | 3-0 | CD Jalapa | |
CD Olimpia 2-2 CD Árabe Unido *
| 07.08.2009 | CD Árabe Unido | 1-0 | CD Olimpia | |
| 31.07.2009 | CD Olimpia | 2-1 | CD Árabe Unido | |
CS Herediano 2-6 Cruz Azul *
| 06.08.2009 | Cruz Azul | 0-0 | CS Herediano | |
| 31.07.2009 | CS Herediano | 2-6 | Cruz Azul | |
*DC United 2-2 Luís Ángel Firpo
| 05.08.2009 | Luís Ángel Firpo | 1-1/p.4-5 | DC United | |
| 29.07.2009 | DC United | 1-1 | Luís Ángel Firpo | |
Toronto FC 0-1 Puerto Rico Islanders *
| 05.08.2009 | Puerto Rico Islanders | 0-0 | Toronto FC | |
| 30.07.2009 | Toronto FC | 0-1 | Puerto Rico Islanders | |
San Francisco FC 2-3 San Juan Jabloteh *
| 07.08.2009 | San Juan Jabloteh | 3-0 | San Francisco FC | |
| 30.07.2009 | San Francisco FC | 2-0 | San Juan Jabloteh | |
*W Connection 4-3 New York Red Bulls
| 06.08.2009 | New York Red Bulls | 1-2 | W Connection | |
| 31.07.2009 | W Connection | 2-2 | New York Red Bulls | |