[3] Jamaica 4-1 Trinidad & Tobago [1] 2023-04-11 05:30
Stadium: Energizer Park 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 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 |
| International Match | 2022/08/23 15:00 | Jamaica v Morocco | L | 0-3 |
| CONCACAF Nations League | 2022/06/15 00:00 | Jamaica v Mexico | D | 1-1 |
| CONCACAF Nations League | 2022/06/08 01:00 | Jamaica v Suriname | W | 3-1 |
Away History
| 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 |
| Kings Cup | 2022/09/25 10:30 | Thailand v Trinidad & Tobago | L | 2-1 |
| Kings Cup | 2022/09/22 10:30 | Trinidad & Tobago v Tajikistan | L | 1-2 |
| CONCACAF Nations League | 2022/06/13 23:00 | Trinidad & Tobago v St. Vincent/Grenadines | W | 4-1 |
| CONCACAF Nations League | 2022/06/10 19:00 | St. Vincent/Grenadines v Trinidad & Tobago | W | 0-2 |