| Quarts de finale | 27.02.2009 | Puerto Rico Islanders | - | Marathón | 2:1 |  |
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| Quarts de finale | 05.03.2009 | Marathón | - | Puerto Rico Islanders | 0:1 | ||||
| Demi-finales | 18.03.2009 | Puerto Rico Islanders | - | Cruz Azul | 2:0 | ||||
| Demi-finales | 08.04.2009 | Cruz Azul | - | Puerto Rico Islanders | 4:2 tab |
Trinité-et-Tobago