Head-to-head
Aggregate
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 18 Jan 2026 | Grenada | 0–1 | Jamaica | A | ITL · Friendly |
| 12 Oct 2023 | Grenada | 1–4 | Jamaica | A |
|
| 18 Aug 2018 | Grenada | 1–5 | Jamaica | A | ITL · Friendly |
| 06 Jun 2011 | Jamaica | 4–0 | Grenada | H | ITL · Gold Cup |
| 03 Dec 2010 | Jamaica | 2–1 | Grenada | H | ITL · CFU Caribbean Cup |
| 14 Dec 2008 | Jamaica | 2–0 | Grenada | H | ITL · CFU Caribbean Cup |
| 05 Dec 2008 | Jamaica | 4–0 | Grenada | H | ITL · CFU Caribbean Cup |
| 10 Jun 2008 | Grenada | 2–1 | Jamaica | H | ITL · Friendly |
| 13 Nov 2002 | Grenada | 1–4 | Jamaica | A | ITL · Gold Cup qualification |
| 02 Aug 2002 | Grenada | 0–1 | Jamaica | A | ITL · Friendly |
| 01 Aug 2001 | Grenada | 2–0 | Jamaica | H | ITL · Friendly |
| 07 Jun 1999 | Jamaica | 2–1 | Grenada | H | ITL · CFU Caribbean Cup |
| 13 Jul 1997 | Jamaica | 4–1 | Grenada | H | ITL · CFU Caribbean Cup |
| 04 Jul 1997 | Jamaica | 1–1 | Grenada | D | ITL · CFU Caribbean Cup |