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The Puerto Rico USL-MLS Challenge was a preseason invitational football tournament featuring the host club Puerto Rico Islanders, two clubs from Major League Soccer and a USL First Division club. The tournament was played in Juan Ramón Loubriel Stadium in Bayamon, Puerto Rico. The first edition features the MLS clubs: Los Angeles Galaxy and F.C. Dallas, and USL clubs: Puerto Rico Islanders and Rochester Rhinos. Los Angeles Galaxy won the tournament after 2-1 win over the Puerto Rico Islanders. The tournament was again celebrated in 2009 featuring only a match between MLS club D.C. United and the Puerto Rico Islanders. D.C. United won the tournament after a 2-1 win.

• Winners -LA Galaxy