Head to head

Anguilla vs Cayman Islands

If they played today

Anguilla at home

33% / 26% / 41%

Anguilla win / draw / Cayman Islands win

Anguilla–Cayman Islands

1–1 12.4%
0–1 10.0%
1–0 8.9%
1–2 8.7%
2–1 7.7%

Neutral venue

26% / 25% / 49%

Anguilla win / draw / Cayman Islands win

Anguilla–Cayman Islands

1–1 11.8%
0–1 10.7%
1–2 9.5%
0–2 8.6%
1–0 7.4%

Cayman Islands at home

20% / 23% / 57%

Anguilla win / draw / Cayman Islands win

Anguilla–Cayman Islands

0–1 11.3%
1–1 10.9%
0–2 10.2%
1–2 9.8%
0–0 6.3%

Probabilities come from each team's current Elo rating, so they answer “if they met today” rather than predicting a scheduled fixture. See the methodology for how the model works and where it is weakest.

Elo since debut

Side by side

	Anguilla	Cayman Islands
Current Elo	902	1051
Elo rank	212th	199th
Peak Elo	1487 (1985)	1477 (1985)
Matches played	91	119
All-time record	7W 9D 75L	25W 21D 73L
Goals for	52	117
Goals against	349	290
Biggest win	4–1 vs Montserrat · 2001-02-08 · CFU Caribbean Cup qualification	5–0 vs Sint Maarten · 1994-03-04 · CFU Caribbean Cup qualification
Biggest loss	0–15 vs Trinidad and Tobago · 2019-11-10 · Friendly	0–11 vs Canada · 2021-03-29 · FIFA World Cup qualification
Neither team has qualified for a World Cup

When they've met

Meetings

Anguilla 0W 0D 2L

Goals

1–8

Anguilla first

First meeting

1–4

Cayman Islands won · 2010-10-04 · CFU Caribbean Cup qualification

Most recent

0–4

Cayman Islands won · 2025-11-15 · CONCACAF Series

Anguilla's biggest win

—

Never beaten Cayman Islands

Cayman Islands' biggest win

4–0

2025-11-15 · CONCACAF Series

Current run

Won last 2

Cayman Islands · since 2010-10-04

2 meetings

Date	Score	Venue	Competition
2025-11-15	0–4	Cayman Islands home	CONCACAF Series
2010-10-04	1–4	Neutral	CFU Caribbean Cup qualification