Updated: 13/11/09

Final
Date	Home Team	Away Team	Goals	Goal Scorers
13/11/09	San Juan Jabloteh	Joe Public FC	0-4
				Carlyle Mitchell (14'), Kerry Baptiste (24', 29'), Hayden Tinto (65')
Semi Final Round
Date	Home Team	Away Team	Goals	Goal Scorers
06/11/09	St. Ann's Rangers	San Juan Jabloteh	3-4	Devon Modeste (14'), Kerron Cordner (90'), Josimar Belgrave (90'+)
				Noel Williams (1', 52'), Marvin Oliver (8', 45')
06/11/09	Ma Pau SC	Joe Public FC	1(2)-1(3)	Lyndon Andrews (76')
				Trent Noel (83')
Quarter Final Round
Date	Home Team	Away Team	Goals	Goal Scorers
03/11/09	San Juan Jabloteh	United Petrotrin	0(3)-0(2)
03/11/09	Ma Pau SC	W Connection FC	1-0	Trevin Caesar (54')
03/11/09	Defence Force FC	Joe Public FC	1-2	Jerwyn Balthazar (4')
				Conrad Smith (86', 90'+)
04/11/09	St. Ann's Rangers	1976 Phoenix	2(8)-2(7)	Josimar Belgrave (45' pen), Corneal Thomas (61')
				Dale Grimshaw (21'), Shelton Williams (88')
Preliminary Round
Date	Home Team	Away Team	Goals	Goal Scorers
30/10/09	Joe Public FC	Police FC	4-1	Trent Noel (20’), Teba McKnight (24’), Gorean Highley (82’, 86’)
				Akeem Marshall (90’)
30/10/09	Joe Public SL	Ma Pau SC	1-2	Donavon Derrick (45’)
				Shandell Samuel (35’) (60’)
30/10/09	United Petrotrin	Economy Strikers	2-1	Luis André Lima (32’), Arnold Dwarika (85’)
				Karlon Hughes (90+’)
30/10/09	W Connection FC	Caledonia AIA	1(3)-1(1)	Willian de Silva Oliveira (80’)
				Elijah Joseph (29’ og)
30/10/09	St. Ann's Rangers	FC South End	3-2	Ronald Musgrave (23’, 55’), Javon Morris (88’)
				Kenrick Etienne (34’, 37’)
31/10/09	San Juan Jabloteh	Defence Force (SL)	5-0	Noel Williams (16’, 67’), Marvin Oliver (58’, 72’), Travis Mulraine (79’)
31/10/09	Defence Force FC	T&TEC FC	3-0	Sean Narcis (18’), Jerwyn Balthazer (25’), Kevon Carter (33’)
31/10/09	1976 Phoenix	M&M Harvard	1(4)-1(3)	Andell Noray 2'
				Christon Freitas (21')