The 2013 Trinidad and Tobago Pro Bowl was the ninth season of the Digicel Pro Bowl, which is a knockout football tournament for Trinidad and Tobago teams competing in the TT Pro League. For the third consecutive season, the Pro Bowl concluded the Pro League calendar. Additionally, for the second year the winner of the Pro Bowl was invited to compete in the Digicel Charity Shield to open the 2013–14 Pro League season.Defence Force entered as the Pro Bowl holders having defeated Caledonia AIA by a score of 5–2 in the 2012 final in Hasely Crawford Stadium. The competition commenced on 17 May with all eight Pro League teams competing in single elimination beginning in the quarterfinals and concluded on 29 May with the final.

For the second consecutive season, all eight teams competing in the TT Pro League entered the competition at the quarterfinal round. The draw for the quarterfinals took place on 15 May 2013 at the Digicel corporate box in Queen's Park Oval in Port of Spain. Defence Force entered the competition as the defending Pro Bowl winners and were the first to draw from eight secretly numbered cards respective to spots in the quarterfinal round.

Following the draw, quarterfinal match-ups resulted in Defence Force facing T&TEC who finished last following the Pro League season. In the later quarterfinal match-up saw North East Stars facing St. Ann's Rangers. However, the match-up of the round will contest Caledonia AIA and W Connection at Manny Ramjohn Stadium in Couva. The two clubs finished second and third, respectively, in the league table. The other quarterfinal match-up in Couva resulted Central FC facing Police.

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