October 16, 2009 (3:45pm)
St. Mary's College 7 - 0 Woodbrook Secondary
Field: CIC Grounds
Comment: Scorers: Akhil Noel (3), Joel Superville (2), Chad Appoo, Brian DeVerteuil
October 16, 2009 (3:45pm)
St. Anthony's College 2 - 0 Fatima College
Field: St. Anthonys Grounds
Comment: Scorers: Gavin Samaroo, Dave Long
October 16, 2009 (3:45pm)
Mucurapo 2 - 0 Trinity College
Field: Fatima Grounds
Comment: Scorers: Kaejay Ramdoo (x2)
October 16, 2009 (3:45pm)
Sangre Grande Secondary 1 - 1 El Dorado Secondary
Field: Ojoe Rd. Rec Grounds
Comment: Scorers: Grande - Derice Ramsey; El Dorado - Kylon Gray
October 16, 2009 (3:45pm)
Arima Secondary 2 - 0 Toco Secondary
Field: Larry Gomes Stadium
Comment: Scorers: Julio Noel, Kyle Campbell
October 16, 2009 (3:45pm)
San Juan Comp. 0 - 0 St. Augustine
Field: San Juan Grounds
Comment:
October 16, 2009 (3:45pm)
Princes Town 5 - 0 Siparia
Field: Mannie Ramjohn Stadium
Comment: Scorers: Cleon Ayers (x2), Wendell Brown (x2), Tevin Joseph
October 16, 2009 (3:45pm)
Naparima College 0 - 1 St. Benedict's College
Field: Mannie Ramjohn
Comment: Scorer: Sheldon Alexander
October 16, 2009 (3:45pm)
Vessigny 0 - 1 Presentation San F'do
Field: La Brea Grounds
Comment: Scorer: Jevon Pontiflex
October 16, 2009 (3:45pm)
Goodwood 1 - 6 Scarborough
Field: Goodwood
Comment: Scorers: Goodwood - Murian Mohammed; Scarborough - Mark Agard (x3), Tariq Williams (x2), Shannon Sandy
October 16, 2009 (3:45pm)
Signal Hill 5 - 0 Roxborough
Field: Plymouth
Comment: Scorers: Anderson Taylor (x2), Shondelle Morris (x2), Michael Charles