[3] Jamaica 4-1 Trinidad & Tobago [1] 2023-06-28 23:30
Stadium: Citypark Round: 2
Referee: Fernando Guerrero Ramirez Home Manager: Heimir Hallgrimsson Away Manager: Angus Eve
Head to Head
| International Match | 2023/03/15 00:00 | Jamaica v Trinidad & Tobago | D | 0-0 |
| International Match | 2023/03/11 23:00 | Jamaica v Trinidad & Tobago | L | 0-1 |
| International Match | 2017/08/25 00:00 | Trinidad & Tobago v Jamaica | W | 1-2 |
Home History
| CONCACAF Gold Cup | 2023/06/25 01:30 | USA v Jamaica | D | 1-1 |
| International Match | 2023/06/19 12:00 | Jamaica v Jordan | L | 1-2 |
| International Match | 2023/06/15 16:00 | Jamaica v Qatar | L | 1-2 |
| CONCACAF Nations League | 2023/03/27 00:00 | Mexico v Jamaica | D | 2-2 |
| International Match | 2023/03/15 00:00 | Jamaica v Trinidad & Tobago | D | 0-0 |
| International Match | 2023/03/11 23:00 | Jamaica v Trinidad & Tobago | L | 0-1 |
| International Match | 2022/11/09 17:00 | Cameroon v Jamaica | D | 1-1 |
| International Match | 2022/09/28 00:00 | Jamaica v Argentina | L | 0-3 |
Away History
| CONCACAF Gold Cup | 2023/06/25 19:30 | Trinidad & Tobago v St. Kitts and Nevis | W | 3-0 |
| International Match | 2023/06/11 22:00 | Guatemala v Trinidad & Tobago | W | 0-1 |
| CONCACAF Nations League | 2023/03/28 00:00 | Trinidad & Tobago v Nicaragua | D | 1-1 |
| CONCACAF Nations League | 2023/03/24 20:00 | Bahamas v Trinidad & Tobago | W | 0-3 |
| International Match | 2023/03/15 00:00 | Jamaica v Trinidad & Tobago | D | 0-0 |
| International Match | 2023/03/11 23:00 | Jamaica v Trinidad & Tobago | W | 0-1 |
| International Match | 2022/09/25 10:30 | Thailand v Trinidad & Tobago | L | 2-1 |
| International Match | 2022/09/22 10:30 | Trinidad & Tobago v Tajikistan | L | 1-2 |
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