2009 Trinidad and Tobago League Cup
| Trinidad and Tobago League Cup | |
| Country | Trinidad and Tobago |
|---|---|
| Teams | 11 |
| Defending champions | W Connection (6) |
| Champions | Defence Force |
| Runners-up | Joe Public |
| Matches played | 10 |
| Goals scored | 34 (3.4 per match) |
| Top goal scorer(s) |
Devorn Jorsling Richard Roy (3 goals) |
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← 2008
2010 →
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The 2009 Trinidad and Tobago League Cup was the tenth season of the First Citizens Cup, which is the league cup competition for Trinidad and Tobago teams competing in the TT Pro League. Continuing from previous seasons, the slogan for the year's league cup was No Room for Losers and was sponsored by First Citizens Bank for the ninth consecutive year. To keep with the tag-line, this year's edition will only reward prizes to the cup winners and runner-up. The Savonetta Boys of W Connection entered as the five-time defending cup holders by winning the 2008 league cup over Joe Public 6–5 in a penalty shootout after the match ended 2–2 in regulation.
Seeding for the competition was determined from the league standings following the twentieth league match day. The bottom two teams, Tobago United and Police, were placed in the 10th place playoff to determine who would advance to face Defence Force in one of two qualifying round matches, with the other game matching St. Ann's Rangers up with FC South End.
The two teams that win their respective quarterfinal matches will meet up with the top six teams in the Pro League. The automatic quarterfinal qualifiers in order of league position are: Joe Public, Caledonia AIA, Ma Pau, San Juan Jabloteh, United Petrotrin, and W Connection.
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