| 15.11.20162016-11-15 23:05:00 | 23:05 | World Cup Qualification CONCACAF Final Stage | 2. R | Honduras - Trinidad and Tobago | 3:1 (2:0) |
| 12.11.20162016-11-12 0:10:00 | 0:10 | World Cup Qualification CONCACAF Final Stage | 1. R | Trinidad and Tobago - Costa Rica | 0:2 (0:0) |
| 7.9.20162016-9-7 2:15:00 | 2:15 | World Cup Qualification CONCACAF 4th round grp. C | 6. R | USA - Trinidad and Tobago | 4:0 (1:0) |
| 3.9.20162016-9-3 1:00:00 | 1:00 | World Cup Qualification CONCACAF 4th round grp. C | 5. R | Trinidad and Tobago - Guatemala | 2:2 (1:1) |
| 3.6.20162016-6-3 13:35:00 | 13:35 | Friendlies | 1. R | China - Trinidad and Tobago | 4:2 (2:0) |
| 28.5.20162016-5-28 1:00:00 | 1:00 | Friendlies | 1. R | Uruguay - Trinidad and Tobago | 3:1 (2:1) |
| 7.9.20162016-9-7 3:30:00 | 3:30 | World Cup Qualification CONCACAF 4th round grp. B | 6. R | Jamaika - Haiti | 0:2 (0:0) |
| 3.9.20162016-9-3 3:30:00 | 3:30 | World Cup Qualification CONCACAF 4th round grp. B | 5. R | Panama - Jamaika | 2:0 (1:0) |
| 28.5.20162016-5-28 1:40:00 | 1:40 | Friendlies | 1. R | Chile - Jamaika | 1:2 (0:1) |
| 30.3.20162016-3-30 4:00:00 | 4:00 | World Cup Qualification CONCACAF 4th round grp. B | 4. R | Costa Rica - Jamaika | 3:0 (2:0) |
| 26.3.20162016-3-26 1:05:00 | 1:05 | World Cup Qualification CONCACAF 4th round grp. B | 3. R | Jamaika - Costa Rica | 1:1 (1:0) |
| 18.11.20152015-11-18 1:05:00 | 1:05 | World Cup Qualification CONCACAF 4th round grp. B | 2. R | Haiti - Jamaika | 0:1 (0:0) |