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
|