Home History
| International Match | 2017/07/27 00:30 | Ecuador v Trinidad & Tobago | L | 3-1 |
| Central America - World Cup Qualifying | 2017/06/14 02:00 | Costa Rica v Trinidad & Tobago | L | 2-1 |
| Central America - World Cup Qualifying | 2017/06/09 00:00 | USA v Trinidad & Tobago | L | 2-0 |
| Central America - World Cup Qualifying | 2017/03/28 23:00 | Trinidad & Tobago v Mexico | L | 0-1 |
| Central America - World Cup Qualifying | 2017/03/24 23:00 | Trinidad & Tobago v Panama | W | 1-0 |
| International Match | 2017/03/10 23:00 | Trinidad & Tobago v Barbados | W | 2-0 |
| CFU Caribbean Cup | 2017/01/08 21:00 | Haiti v Trinidad & Tobago | L | 4-3 |
| CFU Caribbean Cup | 2017/01/04 23:00 | Trinidad & Tobago v Suriname | L | 1-2 |
Away History
| CONCACAF Gold Cup | 2017/07/27 01:30 | USA v Jamaica | L | 2-1 |
| CONCACAF Gold Cup | 2017/07/24 01:00 | Mexico v Jamaica | W | 0-1 |
| CONCACAF Gold Cup | 2017/07/20 23:30 | Jamaica v Canada | W | 2-1 |
| CONCACAF Gold Cup | 2017/07/16 22:00 | Jamaica v El Salvador | D | 1-1 |
| CONCACAF Gold Cup | 2017/07/14 02:30 | Mexico v Jamaica | D | 0-0 |
| CONCACAF Gold Cup | 2017/07/09 23:00 | Curacao v Jamaica | W | 0-2 |
| CFU Caribbean Cup | 2017/06/25 23:37 | Jamaica v Curacao | L | 1-2 |
| International Match | 2017/06/14 00:30 | Peru v Jamaica | L | 3-1 |