Cruz Azul 3:1 Puerto Rico Islanders 07 4월 2009 · CONCACAF Champions League 2008/09, Final tournament, Group B
Puerto Rico Islanders 2:0 Cruz Azul 17 3월 2009 · CONCACAF Champions League 2008/09, Final tournament, Group B
Marathón 1:0 Puerto Rico Islanders 04 3월 2009 · CONCACAF Champions League 2008/09, Final tournament, Group B
Puerto Rico Islanders 2:1 Marathón 26 2월 2009 · CONCACAF Champions League 2008/09, Final tournament, Group B