Thursday 3 Jun 1999 · Port of Spain, Trinidad and Tobago
No scorers on record for this match.
World Football Elo before kick-off, and what the result did to it.
Expected score for Trinidad and Tobago: 53.2% (a draw counts half), home advantage included. An upset — the lower-rated side won.
Meeting 47 of 71, 1935–2025.
Before
After
Before
After
From Trinidad and Tobago's side.
| 13 Nov 2025 | Jamaica | 1–1 | Home | FIFA World Cup qualification 2025 | — |
| 9 Sep 2025 | Jamaica | 0–2 | Away | FIFA World Cup qualification 2025 | — |
| 27 May 2025 | Jamaica | 2–3 | Neutral | Unity Cup 2025 | — |
| 10 Feb 2025 | Jamaica | 1–1 | Away | Friendly | — |
| 7 Feb 2025 | Jamaica | 0–1 | Away | Friendly | — |
| 3 Mar 2024 | Jamaica | 0–0 | Home | Friendly | — |
| 1 Mar 2024 | Jamaica | 0–1 | Home | Friendly | — |
| 28 Jun 2023 | Jamaica | 1–4 | Neutral | Gold Cup 2023 | Group stage |
| 14 Mar 2023 | Jamaica | 0–0 | Away | Friendly | — |
| 11 Mar 2023 | Jamaica | 1–0 | Away | Friendly | — |
| 24 Aug 2017 | Jamaica | 1–2 | Home | Friendly | — |
| 18 Nov 2014 | Jamaica | 0–0 | Away | CFU Caribbean Cup 2014 | — |
| 19 Nov 2013 | Jamaica | 2–0 | Home | Friendly | — |
| 15 Nov 2013 | Jamaica | 1–0 | Away | Friendly | — |
| 10 Oct 2010 | Jamaica | 0–1 | Away | Friendly | — |
| 11 Aug 2010 | Jamaica | 1–3 | Home | Friendly | — |
| 7 Dec 2008 | Jamaica | 1–1 | Away | CFU Caribbean Cup 2008 | — |
| 7 Jun 2008 | Jamaica | 1–1 | Home | Friendly | — |
| 26 Mar 2008 | Jamaica | 2–2 | Away | Friendly | — |
| 20 Feb 2005 | Jamaica | 1–2 | Neutral | CFU Caribbean Cup 2005 | — |
Score: openfootball · Scorers: none · Line-ups: none · Cards: none