The following is a list of the highest scoring games and widest winning margins in the TT Pro League since its inception in 1999. The record for the biggest win and highest scoring game is W Connection's 17–0 victory against Tobago United at Ato Boldon Stadium on 13 October 2004.[1] In fact, the match produced five hat-tricks from Dwayne Ellis, Joe Luciano Viera, and nine goals from Saint Lucian Titus Elva, who is the current holder of the TT Pro League single game scoring record.
| Goals scored | Date ! | Home team | Result | Away team ! | Goal scorers | Ref(s) | |
|---|---|---|---|---|---|---|---|
| W Connection | |||||||
| North East Stars | |||||||
| South Starworld Strikers | Borde 9', 14', 15', 50', Prospar 25', 39', Jerome 27', Franklyn 42', Andrews 45', Hernandez 53', Ramnarine 76', Julien 82', Alleyne 87' (o.g.); Mark 89' | ||||||
| North East Stars | Nixon 16', 47', 64', 75', Jerome 10', 12', 55', Jeffrey 87', 88' | ||||||
| San Juan Jabloteh | Baptiste 12', 50', 69', Britto 65', 78', Hospidales 83'; McFee 15', 21', 23', Isles 43', Darko 88' | ||||||
| San Juan Jabloteh | Phillips 90'; Eve 9', 70', Glen 31', 42', Mulraine 50', Williams 57' (o.g.), Baptiste 60', 87', 90' | ||||||
| Morvant Caledonia United | |||||||
| Defence Force | Jorsling 5', 29', 37', Durity 16', Edwards 17', 21', Carter 54', 55', Jack 60' (o.g.), Roy 87' |
| Goals margin | Date ! | Home team | Result | Away team ! | Goal scorers | Ref(s) | |
|---|---|---|---|---|---|---|---|
| W Connection | |||||||
| North East Stars | |||||||
| South Starworld Strikers | Borde 9', 14', 15', 50', Prospar 25', 39', Jerome 27', Franklyn 42', Andrews 45', Hernandez 53', Ramnarine 76', Julien 82', Alleyne 87' (o.g.); Mark 89' | ||||||
| Defence Force | Jorsling 5', 29', 37', Durity 16', Edwards 17', 21', Carter 54', 55', Jack 60' (o.g.), Roy 87' |