A List of TnT-Pro League Champions

A List of  TnT-PFL Champions with Inshan Mohammed.

Year - Winners - Runners-Up.
 
1990 - Defence Force - ? .
1991 - Police FC - ? .
1992 - Defence Force - ? .
1993 - Defence Force - ? .
1994 - Police FC - ? .
1995 - Defence Force - ? .
1996 - Defence Force - ? .
1997 - Defence Force - Joe Public.
1998 - Joe Public - Caledonia AIA.
1999 - Defence Force - Joe Public. -  In 1999 the league became a Professional league.
2000 - W Connection - Defence Force.
2001 - W Connection - Caledonia AIA.
2002 - San Juan Jabloteh - W Connection. 
2003 - San Juan Jabloteh - W Connection. 
2004 - North East Stars - W Connection. 
2005 - W Connection - San Juan Jabloteh. 
2006 - Joe Public - W Connection. 
2007 - San Juan Jabloteh - Joe Public. 
2008 - San Juan Jabloteh - W Connection. 
2009 - Joe Public - San Juan Jabloteh.
2010 - Defence Force - Caledonia AIA. 
2011 - W Connection - T&TEC FC. 
2012 - Defence Force - Caledonia AIA. 
2013 - W Connection - Central FC. 
2014 - Central FC - W Connection. 
2015 - Central FC - San Juan Jabloteh. 

2016 - Central FC - W Connection.  - Historic Event

2017 - North East Stars - W Connection. 

2018 - W Connection - Central FC. 

2019/20 - Defence Force - La Horquetta Rangers (Formly; St Anns Rangers & Superstar Rangers)

2020/21 - Tournament cancelled because of the worldwide pandemic, the Coronavirus (COVID-19).

2021/22 - Tournament changed to TT Pro Football League (TTPFL) with different format.

2023 - Defence Force (TTPFL) - Defence Force (Knock-Out Competition) - 1976 Phoenix FC (TTPFL - Tier-Two).

A Breakdown

Twenty-four clubs have been crowned champions in the highest division of Trinidad and Tobago football.

Club - Number of titles - Years

Defence Force - (23) - 1972, 1973, 1974, 1975, 1976, 1977, 1978, 1980, 1981, 1984, 1985, 1987, 1989, 1990, 1992, 1993, 1995, 1996, 1997, 1999, 2010, 2012, 2019/20

Maple Club - (13) - 1927, 1928, 1950, 1951, 1952, 1953, 1960, 1961, 1962, 1963, 1967, 1968, 1969

Casuals - (10) - 1909, 1912, 1913, 1921, 1929, 1934, 1935, 1938, 1940, 1941

Shamrock - (9) - 1910, 1911, 1922, 1923, 1924, 1925, 1944, 1958, 1959

W Connection - (6) - 2000, 2001, 2005, 2011, 2013, 2018

Sporting Club - (5) - 1926, 1936, 1937, 1954, 1955

Colts (4) 1942, 1945, 1947, 1957

San Juan Jabloteh - (4) - 2002, 2003, 2007, 2008

Central FC - (3) - 2014, 2015, 2016

Clydesdale - (3) - 1908, 1914, 1915

Everton - (3) - 1930, 1931, 1932

Joe Public FC - (3) - 1998, 2006, 2009

Notre Dame - (3) - 1939, 1946, 1956

Police FC - (3) - 1979, 1991, 1994

Regiment - (3) - 1965, 1966, 1970

ASL Sports Club - (2) - 1982, 1983

Malvern United - (2) - 1948, 1949

North East Stars (Now known as AC Port of Spain from 2019/20) - (2) - 2004, 2017

Trintoc - (2) - 1986, 1988

Fleet Air Arm - (1) - 1943

Paragon - (1) - 1964

Queen's Park - (1) - 1919

Queen's Royal College - (1) - 1933

Royal Sussex - (1) - 1920

Note - 

The Trinidad and Tobago Professional Football League was founded on the 5th of January 1999 with its inaugural season held in the same year to become the first professional football league in the Caribbean.

Prior to the 1990s, professionalism in Trinidad and Tobago football was non-existent. In the 1970s and 1980s, the National League, composed primarily of amateur players, served as the highest level in the Trinidad and Tobago football league system. However, it was during this period Trinidad and Tobago experienced an upswing in support for football following a rise in international success at both club and national team levels.

In 1985, Defence Force became only the second team from CONCACAF to accomplish the continental treble after the club won the National League, FA Trophy, and CONCACAF Champions' Cup. Coupled with the Strike Squad's near qualification for the 1990 FIFA World Cup, optimism for the country's first appearance at the World Cup was at an all-time high.

UPDATE 2020

Note: Defence Force was declared the winner of the 2019/2020 T&T Pro League, after a decision by the League to take preventative measures, due to the deadly COVID19 (coronavirus) and scrap the remainder of leagues games. The Army Coast Guard Combination team led the 11-team standings with 42 points after 17 matches.