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| H | Houston Dynamo | - | Atlante | 1:1 (1:0) | ||
| R | Atlante | - | Houston Dynamo | 3:0 (2:0) | ||
| H: 25.02.2009 04:00 | R: 04.03.2009 04:00 | Sieger: Atlante | ||||
| H | CF Montréal | - | Santos Laguna | 2:0 (1:0) | ||
| R | Santos Laguna | - | CF Montréal | 5:2 (1:2) | ||
| H: 26.02.2009 02:00 | R: 06.03.2009 04:00 | Sieger: Santos Laguna | ||||
| H | Cruz Azul | - | Pumas UNAM | 1:0 (1:0) | ||
| R | Pumas UNAM | - | Cruz Azul | 0:1 (0:0) | ||
| H: 26.02.2009 04:00 | R: 05.03.2009 04:00 | Sieger: Cruz Azul | ||||
| H | Puerto Rico Islanders | - | Marathón | 2:1 (0:1) | ||
| R | Marathón | - | Puerto Rico Islanders | 0:1 (0:0) | ||
| H: 27.02.2009 02:00 | R: 05.03.2009 02:00 | Sieger: Puerto Rico Islanders | ||||
