[5] W Connection qualified by winning the 2013 Digicel Pro Bowl, defeating North East Stars 4–3 in a penalty shoot-out after the final match ended scoreless at Hasely Crawford Stadium.
After suffering from their largest defeat of the season at the hands of W Connection 4–0, the Teteron Boys claimed the title following a loss from second-placed Caledonia AIA to Central FC in Couva.
[8] Defence Force started their season off the pace set by Pro League newcomers Central FC with just one win from their first three matches.
However, after recording four consecutive victories, the combined air and coast guard club climbed to level on points with Caledonia AIA following the first round of fixtures.
Defence Force recorded an additional four consecutive wins that included an undefeated run of twelve matches to give the club a four-point lead after the second round.