Jan. 16, 2004 TRI1 2003 36 Arima Fire 1 - 1 SWIF 1
Jan. 14, 2004 TRI1 2003 35 SWIF 1 - 7 W Connection 1
Jan. 11, 2004 TRI1 2003 34 Joe Public F.C. 4 - 2 SWIF 1
Jan. 7, 2004 TRI1 2003 33 SWIF 0 - 4 San Juan Jabloteh 1
Jan. 4, 2004 TRI1 2003 32 SWIF 0 - 1 Strikers 1
Nov. 15, 2003 TRI1 2003 31 Caledonia AIA 2 - 2 SWIF 1
Nov. 10, 2003 TRI1 2003 30 Defence Force 1 - 2 SWIF 1
Nov. 9, 2003 TRI1 2003 27 Joe Public F.C. 4 - 3 SWIF 1
Nov. 7, 2003 TRI1 2003 29 NE Stars 4 - 0 SWIF 1
Oct. 29, 2003 TRI1 2003 26 Arima Fire 1 - 5 SWIF 1
Oct. 26, 2003 TRI1 2003 25 SWIF 0 - 4 W Connection 1
Oct. 22, 2003 TRI1 2003 24 SWIF 0 - 2 San Juan Jabloteh 1
Oct. 19, 2003 TRI1 2003 23 Caledonia AIA 2 - 0 SWIF 1
Oct. 15, 2003 TRI1 2003 22 SWIF 0 - 1 Strikers 1
Oct. 5, 2003 TRI1 2003 21 NE Stars 2 - 1 SWIF 1
Sept. 24, 2003 TRI1 2003 19 Defence Force 5 - 2 SWIF 1
Sept. 21, 2003 TRI1 2003 18 SWIF 0 - 1 Tobago United 1
Sept. 17, 2003 TRI1 2003 17 SWIF 1 - 4 San Juan Jabloteh 1
Sept. 14, 2003 TRI1 2003 16 SWIF 1 - 2 Strikers 1
Aug. 31, 2003 TRI1 2003 15 SWIF 2 - 6 W Connection 1
Aug. 27, 2003 TRI1 2003 13 Caledonia AIA 1 - 3 SWIF 1
Aug. 24, 2003 TRI1 2003 14 NE Stars 0 - 1 SWIF 1
July 27, 2003 TRI1 2003 12 Defence Force 5 - 1 SWIF 1
July 20, 2003 TRI1 2003 11 Joe Public F.C. 1 - 1 SWIF 1
July 14, 2003 TRI1 2003 10 Arima Fire 1 - 1 SWIF 1
July 6, 2003 TRI1 2003 9 Defence Force 2 - 1 SWIF 1
June 29, 2003 TRI1 2003 8 SWIF 1 - 6 San Juan Jabloteh 1
June 22, 2003 TRI1 2003 7 SWIF 2 - 2 Strikers 1
June 15, 2003 TRI1 2003 6 SWIF 2 - 3 W Connection 1
June 1, 2003 TRI1 2003 5 Arima Fire 1 - 1 SWIF 1
May 25, 2003 TRI1 2003 4 Joe Public F.C. 1 - 1 SWIF 1
May 21, 2003 TRI1 2003 3 Caledonia AIA 1 - 2 SWIF 1
May 11, 2003 TRI1 2003 2 NE Stars 3 - 1 SWIF 1