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Sept. 24, 8:35p EST/ 9:35p EDT
Match Day 2: In their first Monday night game of the season, last years champions Portmore United FC travels to Harbour View FC to defends it's title.
Oct. 01, 8:35p EST/ 9:35p EDT
Match Day 3: Newcomers Mount Pleasant FA travel to the Montego Bay Sports Complex for a Monday night match-up.