Ano
Campeões
Vice-Campeão
3º Colocado
Artilheiro
Artilheiro(s)
Gols
Port of Spain Football League (1908–1973)
1908
Clydesdale
Casuals
Local Forces
Javon Sample (Casuals )
12
1909
Casuals
Shamrock
Local Forces
Mikey Cipriani (Shamrock)
15
1910
Shamrock
Casuals
Clydesdale
Sherwyn Williams (Shamrock)
16
1911
Shamrock ]]
Casuals
Local Forces
Liam Roberts (Shamrock)
21
1912
Casuals
Runcorn
Stafford Rangers
Sherwyn Williams (Shamrock)
14
1913
Casuals
Clydesdale
Shamrock
Jack Rose (Shamrock)
22
1914
Clydesdale
Shamrock
Casuals
Dominic Rogerson (Casuals )
17
1915
Clydesdale
Shamrock
Casuals
Mat Sadler (Clydesdale )
23
1916–18
League suspended due to the First World War
1919
Queen's Park
Shamrock
Ann's Rangers
James Clarke (Queen's Park )
19
1920
Royal Sussex
Stafford Rangers
Kingstonian
Dan Scarr (Kingstonian )
22
1921
Casuals
Scarborough
Shamrock
Tom Leak (Ann's Rangers)
17
1922
Shamrock ]]
Scarborough
Nantwich
Terrel Roberts (Shamrock)
21
1923
Shamrock
Nantwich
Kingstonian
Terrel Roberts (Shamrock)
19
1924
Shamrock ]]
Ann's Rangers
Stafford Rangers
Cameron Norman (Ann's Rangers)
23
1925
Shamrock ]]
Kingstonian
Stafford Rangers
Liam Kinsella (Stafford Rangers )
18
1926
Sporting Club
Shamrock
North Ferriby United
Terrel Roberts (Shamrock)
20
1927
Maple Club
Nantwich
St. Ann's Rangers
Darrell Clarke (Maple Club)
17
1928
Maple Club
Marabella
Runcorn
Desconhecido
17
1929
Casuals
Nantwich
Shamrock
Darrell Clarke (Maple Club)
17
1930
Everton
Nantwich
St. Ann's Rangers
Jack Nolan (Everton)
16
1931
Everton
Maple Club
Shamrock
Kieron Morris (Everton)
16
1932
Everton
Shamrock
Maple Club
Jordan Cook (Everton)
21
1933
Queen's Royal College
Kingstonian
North Ferriby United
Darrell Clarke (Maple Club)
15
1934
Casuals
North Ferriby United
Ann's Rangers
Stuart Sinclair (Ann's Rangers)
19
1935
Casuals
Stafford Rangers
Maple Club
Jack Nolan (Everton)
13
1936
Sporting Club
Ann's Rangers
North Ferriby United
Stuart Sinclair (Ann's Rangers)
22
1937
Sporting Club
Ann's Rangers
Port of Spain
Alfie Bates (Everton)
18
1938
Casuals
Sporting Club
Nantwich
Jack Kiersey (Casuals )
21
1939
Notre Dame
Maple Club
Stamford
Caolan Lavery (Notre Dame )
27
1940
Casuals
Nantwich
Kingstonian
Josh Gordon (Casuals )
21
1941
Casuals
Shamrock
Port of Spain
Wes McDonald (Nantwich)
21
1942
Colts
Stamford
Nantwich
Wes McDonald (Nantwich)
24
1943
Fleet Air Arm
Maple Club
Shamrock
Desconhecido
1944
Shamrock ]]
Maple Club
Ann's Rangers
Desconhecido
1945
Colts
Port of Spain
Shamrock
Desconhecido
1946
Notre Dame
Sporting Club
Shamrock
Desconhecido
1947
Colts
Malvern United
Sporting Club
Desconhecido
1948
Malvern United
Notre Dame
Sporting Club
Desconhecido
1949
Malvern United
Maple Club
Colts
Desconhecido
1950
Maple Club
Malvern United
Notre Dame
Desconhecido
1951
Maple Club
Notre Dame
Colts
Desconhecido
1952
Maple Club
Malvern United
Colts
Desconhecido
1953
Maple Club
Sporting Club
Malvern United
Desconhecido
1954
Sporting Club
Maple Club
Colts
Desconhecido
1955
Sporting Club
Malvern United
Maple Club
Desconhecido
1956
Notre Dame
Providence
Maple Club
Desconhecido
1957
Colts
Maple Club
Shamrock
Desconhecido
1958
[[Shamrock F.C.|Shamrock
Malvern United
Casuals
Desconhecido
1959
[[Shamrock F.C.|Shamrock
Malvern United
Maple Club
Desconhecido
1960
Maple Club
Malvern United
Sporting Club
Desconhecido
1961
Maple Club
Malvern United
Dynamos
Desconhecido
1962
Maple Club
Shamrock
Malvern United
Desconhecido
1963
Maple Club
Regiment
Colts
Desconhecido
1964
Paragon
Maple Club
Sporting Club
Desconhecido
1965
Regiment
Shamrock
Malvern United
Desconhecido
1966
Regiment
Maple Club
Paragon
Desconhecido
1967
Maple Club
Regiment
Malvern United
Desconhecido
1968
Maple Club
Paragon
Malvern United
Desconhecido
1969
Maple Club
Malvern United
Regiment
Desconhecido
1970
Regiment
Police
Malvern United
Desconhecido
1971
Season not finished
1972
Defence Force
Malvern United
Paragon
Desconhecido
1973
Defence Force
Maple Club
Police
Desconhecido
National League (1974–1995)
1974
Defence Force
Maple Club
Point Fortin Civic
Desconhecido
1975
Defence Force
Malvern United
Police
Ron La Forest (Defence Force )
14
1976
Defence Force
CCI Falcons
Malvern United
Ron La Forest (Defence Force )
20
1977
Defence Force
Malvern United
Caroni United
Ron La Forest (Defence Force )
17
1978
Defence Force
Tesero Palo Seco Sports Club
Malvern United
Desconhecido
1979
Police
Defence Force
CCI Falcons
Desconhecido
1980
Defence Force
ASL Sports Club
Police
Desconhecido
1981
Defence Force
Tesoro Palo Seco
KFC Memphis United
Desconhecido
1982
ASL Sports Club
San Fernando Strikers
Malta Caribs
Maurice Ford (Defence Force )
22
1983
ASL Sports Club
KFC Memphis United
Malvern United
Dejon Waldropt (Caroni United)
19
1984
Defence Force
ECM Motown United
Tacarigua United
Shaquille Thomas (ECM Motown United)
25
1985
Defence Force
Police
Malvern United
Jerrell Hibbert (Malvern United )
26
1986
Police
Defence Force
La Brea Angels
Philbert Jones (Police)
18
1987
Defence Force
La Brea Angels
Police
Austin Hernandez (Tacarigua United)
21
1988
Police
Defence Force
La Brea Angels
Philbert Jones (Police)
21
1989
Defence Force
Police
Police
Ronell Paul (Defence Force )
19
1990
Defence Force
Police
Police
Miles Goodman (Police)
21
1991
Police
Defence Force
ECM Motown United
Jayson Joseph (Defence Force )
29
1992
Defence Force
ECM Motown United
Trintopec
Darnell Hospidales (Defence Force )
16
1993
Defence Force
United Petrotrin
Trinity Falcons
Darnell Hospidales (Defence Force )
16
1994
Police
Defence Force
Superstar Rangers
Darnell Hospidales (Defence Force )
29
1995
Defence Force
Police
Point Fortin Civic
Ishmael Salaam (Police)
14
Semi-Professional League (1996–1998)
1996
Defence Force
Harrogate Town
Kingstonian
Arnold Dwarika (St. Ann's Rangers )
15
1997
Defence Force
Joe Public
Caledonia
Gary Glasgow (Defence Force )
26
1998-99
Joe Public
Caledonia
Queen's
Arnold Dwarika (Joe Public )
19
TT Pro League (1999–present)
1999-2000
Defence Force
Joe Public
105 W Connection
Arnold Dwarika (Joe Public )
45
2000-01
W Connection
Defence Force
San Juan Jabloteh
Jason Scotland (Defence Force )
22
2001-02
W Connection
Joe Public
Defence Force
Aurtis Whitley (San Juan Jabloteh )
17
2002-03
San Juan Jabloteh
W Connection
Joe Public
Sean Julien (South Starworld Strikers )
16
2003–04
San Juan Jabloteh
W Connection
North East
Randolph Jerome (North East)
28
2004-05
North East
W Connection
San Juan Jabloteh
Jerren Nixon (North East)
37
2005-06
W Connection
San Juan Jabloteh
Defence Force
Gefferson (W Connection )
14
Earl Jean (W Connection )
14
2006-07
Joe Public
W Connection
San Juan Jabloteh
Roen Nelson (Joe Public )
16
Anthony Wolfe (San Juan Jabloteh )
16
2007-08
San Juan Jabloteh
Joe Public
105 W Connection
Peter Byers (San Juan Jabloteh )
15
2008-09
San Juan Jabloteh
W Connection
North East
Devorn Jorsling (Defence Force )
21
2009-10
Joe Public
San Juan Jabloteh
Caledonia AIA Fire
Kerry Baptiste (Joe Public )
35
2010–11
Defence Force
Caledonia AIA Fire
Joe Public
Devorn Jorsling (Defence Force )
15
2011–12
W Connection
T&TEC
Caledonia AIA Fire
Richard Roy (Defence Force )
15
2012–13
Defence Force
Caledonia AIA Fire
105 W Connection
Devorn Jorsling (Defence Force )
21
2013–14
W Connection
Central
Defence Force
Marcus Joseph (Point Fortin )
16
2014–15
Central
W Connection
Defence Force
Devorn Jorsling (Defence Force )
21
2015–16
Central
San Juan Jabloteh
Defence Force
Makesi Lewis (Police)
21
2016–17
Central
W Connection
San Juan Jabloteh
Akeem Roach (Sando)
12
2017-18
North East
W Connection
Defence Force
Neil Benjamin (W Connection )
12
2018-19
W Connection
Central
Sando
Marcus Joseph (W Connection )
18
2019–20
Defence Force
La Horquetta
Point Fortin Civic
Shaqkeem Joseph (Sando)
11