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World Football Leagues: Trinidad and Tobago
Trinidad and Tobago Football League Champions – Digicel ProLeague – from season 1999 to season 2018-19.
World Football Leagues Trinidad and Tobago
Year Trinidad & Tobago Champions 1999 Defence Force 2000 W Connection 2001 W Connection 2002 San Juan Jabloteh 2003 San Juan Jabloteh 2004 North East Stars 2005 W Connection 2006 Joe Public 2007 San Juan Jabloteh 2008 San Juan Jabloteh 2009 Joe Public 2011 Defence Force 2012 W Connection 2013 Defence Force 2014 W Connection 2015 Central FC 2016 Central FC 2017 Central FC 2018 W Connection 2019
| Year | Trinidad & Tobago Champions |
| 1999 | Defence Force |
| 2000 | W Connection |
| 2001 | W Connection |
| 2002 | San Juan Jabloteh |
| 2003 | San Juan Jabloteh |
| 2004 | North East Stars |
| 2005 | W Connection |
| 2006 | Joe Public |
| 2007 | San Juan Jabloteh |
| 2008 | San Juan Jabloteh |
| 2009 | Joe Public |
| 2011 | Defence Force |
| 2012 | W Connection |
| 2013 | Defence Force |
| 2014 | W Connection |
| 2015 | Central FC |
| 2016 | Central FC |
| 2017 | Central FC |
| 2018 | W Connection |
| 2019 |
Trinidad and Tobago Football League Champions
| Trinidad & Tobago Champions (6 Clubs) | |
| 6 | W Connection |
| 4 | San Juan Jabloteh |
| 3 | Defence Force |
| 3 | Central FC |
| 2 | Joe Public |
| 1 | North East Stars |
| 19 | Total Champions |
| TT Pro League 2018 (Pts) | |
| 37 | W Connection (C) |
| 36 | Central |
| 33 | Club Sando |
| 33 | Police |
| 30 | Defence Force |
| 30 | Morvant Caledonia United |
| 27 | San Juan Jabloteh |
| 11 | Point Fortin Civic |
| 10 | St. Ann's Rangers |
| 6 | North East Stars |
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