No scorers on record for this match.
World Football Elo before kick-off, and what the result did to it.
Expected score for Jamaica: 59.1% (a draw counts half), home advantage included. An upset — the lower-rated side won.
Meeting 3 of 13, 1987–2018.
Before
After
Before
After
From Jamaica's side.
| 9 Sep 2018 | Cayman Islands | 4–0 | Home | CONCACAF Nations League qualification 2018 | — |
| 28 Jun 2009 | Cayman Islands | 4–1 | Away | Friendly | — |
| 9 Nov 2008 | Cayman Islands | 2–0 | Away | Friendly | — |
| 27 Aug 2000 | Cayman Islands | 6–0 | Away | Friendly | — |
| 9 Feb 2000 | Cayman Islands | 1–0 | Away | Friendly | — |
| 6 Feb 2000 | Cayman Islands | 0–0 | Away | Friendly | — |
| 24 Oct 1999 | Cayman Islands | 4–1 | Away | Friendly | — |
| 22 Jul 1998 | Cayman Islands | 4–0 | Home | CFU Caribbean Cup 1998 | — |
| 22 Oct 1995 | Cayman Islands | 5–1 | Away | Friendly | — |
| 6 Mar 1994 | Cayman Islands | 2–3 | Away | CFU Caribbean Cup qualification 1994 | — |
| 26 May 1991 | Cayman Islands | 3–2 | Home | CFU Caribbean Cup 1991 | — |
| 6 May 1990 | Cayman Islands | 2–1 | Away | Friendly | — |
| 7 Feb 1987 | Cayman Islands | 3–1 | Away | Friendly | — |
Score: openfootball · Scorers: none · Line-ups: none · Cards: none