Head-to-head
Aggregate
Played13
Draws323.1%
Goals Jamaica19
Goals Guadeloupe10
Jamaica winsdrawsGuadeloupe wins
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 20 Jun 2025 | Jamaica | 2–1 | Guadeloupe | H | ITL · Gold Cup |
| 16 Jul 2021 | Guadeloupe | 1–2 | Jamaica | A | ITL · Gold Cup |
| 05 Dec 2010 | Guadeloupe | 1–1 | Jamaica | D | ITL · CFU Caribbean Cup |
| 29 Nov 2010 | Guadeloupe | 0–2 | Jamaica | A | ITL · CFU Caribbean Cup |
| 11 Dec 2008 | Jamaica | 2–0 | Guadeloupe | H | ITL · CFU Caribbean Cup |
| 11 Nov 2002 | Jamaica | 2–0 | Guadeloupe | H | ITL · Gold Cup qualification |
| 05 Jun 1999 | Jamaica | 5–1 | Guadeloupe | H | ITL · CFU Caribbean Cup |
| 20 Jun 1992 | Guadeloupe | 0–1 | Jamaica | A | ITL · CFU Caribbean Cup |
| 30 May 1990 | Guadeloupe | 0–0 | Jamaica | D | ITL · CFU Caribbean Cup qualification |
| 07 May 1989 | Jamaica | 1–3 | Guadeloupe | A | ITL · CFU Caribbean Cup qualification |
| 30 Jul 1978 | Jamaica | 1–2 | Guadeloupe | A | ITL · CFU Caribbean Cup qualification |
| 02 Jul 1978 | Guadeloupe | 1–0 | Jamaica | H | ITL · CFU Caribbean Cup qualification |
| 13 Jun 1966 | Jamaica | 0–0 | Guadeloupe | D | ITL · Friendly |