- 6/6/2006 +
June 6, 2006 TRI1 2006 10 Caledonia AIA 2 - 1 Defence Force 1
June 6, 2006 TRI1 2006 10 San Juan Jabloteh 1 - 0 Strikers 1
June 6, 2006 TRI1 2006 10 St Ann's Rangers 1 - 0 Tobago United 1
June 6, 2006 TRI1 2006 10 United Petrotrin 0 - 1 W Connection 1
June 6, 2006 TRI1 2006 10 Joe Public F.C. 0 - 0 NE Stars 1