Trinidad and Tobago League Cup
20 seasons in the archive · most titles: Williams Connection (8)
Champions
Most titles
| # | Club | Titles | Last |
|---|---|---|---|
| 1 |  Williams Connection | 8 | 2017 |
| 2 |  Defence Force | 3 | 2016 |
| 3 |  Central FC (TRI) | 2 | 2014/15 |
| 4 |  Morvant Caledonia United | 2 | 2012/13 |
| 5 |  San Juan Jabloteh Sports Club | 2 | 2003 |
| 6 |  Police FC (TRI) | 1 | 2019 |