Friendly
Sunday 6 Feb 2000 · George Town, Cayman Islands
World Football Elo before kick-off, and what the result did to it.
Expected score for Cayman Islands: 21.5% (a draw counts half), home advantage included.
Meeting 8 of 13, 1987–2018.
Before
After
Before
After
From Cayman Islands's side.
| 9 Sep 2018 | Jamaica | 0–4 | Away | CONCACAF Nations League qualification 2018 | — |
| 28 Jun 2009 | Jamaica | 1–4 | Home | Friendly | — |
| 9 Nov 2008 | Jamaica | 0–2 | Home | Friendly | — |
| 27 Aug 2000 | Jamaica | 0–6 | Home | Friendly | — |
| 9 Feb 2000 | Jamaica | 0–1 | Home | Friendly | — |
| 6 Feb 2000 | Jamaica | 0–0 | Home | Friendly | — |
| 24 Oct 1999 | Jamaica | 1–4 | Home | Friendly | — |
| 22 Jul 1998 | Jamaica | 0–4 | Away | CFU Caribbean Cup 1998 | — |
| 22 Oct 1995 | Jamaica | 1–5 | Home | Friendly | — |
| 6 Mar 1994 | Jamaica | 3–2 | Home | CFU Caribbean Cup qualification 1994 | — |
| 26 May 1991 | Jamaica | 2–3 | Away | CFU Caribbean Cup 1991 | — |
| 6 May 1990 | Jamaica | 1–2 | Home | Friendly | — |
| 7 Feb 1987 | Jamaica | 1–3 | Home | Friendly | — |
Score: openfootball · Scorers: none · Line-ups: none · Cards: none