North East Stars entered as the Goal Shield holders after defeating San Juan Jabloteh 1–0 in the 2010 final.
For the second consecutive season, all eight teams competing in the TT Pro League entered the competition at the quarterfinal round.
The remaining top seeds were Caledonia AIA, W Connection, and North East Stars after finishing in second, third, and fourth place, respectively, in the league table at the time of the draw.
The quarterfinal match-ups resulted in Defence Force facing bottom of the league table T&TEC at Ato Boldon Stadium in Couva.
In the other two quarterfinal matches hosted at Marvin Lee Stadium in Macoya, Caledonia AIA faced St. Ann's Rangers and North East Stars against Central FC.