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Anguilla vs Montserrat head-to-head record

Anguilla wins
1
Draws
1
Montserrat wins
2

4 meetings, 1991 to 2001Goals: Anguilla 7, Montserrat 6

Anguilla and Montserrat have met 4 times since 1991. Montserrat have won 2, Anguilla 1, and 1 match ended level. They last met on 8 February 2001, when Anguilla won 4–1 in CFU Caribbean Cup qualifying.

The 4 meetings have produced 13 goals, 3.25 per game. The biggest win is Anguilla’s 4–1 in CFU Caribbean Cup qualifying in 2001.

Who has won more, Anguilla or Montserrat?

All matches4 matches

1 Anguilla1 drawMontserrat 2

Competitive4 matches

1 Anguilla1 drawMontserrat 2

Key numbers

Goals
Anguilla 7, Montserrat 63.25 per game
First meeting
Anguilla 1–1 MontserratCFU Caribbean Cup qualifying, 14 May 1991
Most recent
Anguilla 4–1 MontserratCFU Caribbean Cup qualifying, 8 Feb 2001
Anguilla’s biggest win
Anguilla 4–1 MontserratCFU Caribbean Cup qualifying, 8 Feb 2001
Montserrat’s biggest win
Montserrat 3–2 AnguillaCFU Caribbean Cup qualifying, 26 Mar 1995
Most goals in a meeting
Anguilla 4–1 MontserratCFU Caribbean Cup qualifying, 8 Feb 2001
TFN Elo rating now
Anguilla 864 (208th), Montserrat 1269 (164th)How the rating works

All 4 meetings

  1. Anguilla4Montserrat1

    CFU Caribbean Cup qualifying

    Marigot, Saint Martin (neutral)

  2. Anguilla0Montserrat1

    CFU Caribbean Cup qualifying

    The Valley, Anguilla

  3. Montserrat3Anguilla2

    CFU Caribbean Cup qualifying

    Plymouth, Montserrat

  4. Anguilla1Montserrat1

    CFU Caribbean Cup qualifying

    Castries, Saint Lucia (neutral)

Every meeting on one timeline

Larger dots mark bigger winning margins. Hover a dot for the result.

Home, away and neutral

In Anguilla's home games

1 match

001

AnguillaDrawsMontserrat

In Montserrat's home games

1 match

001

AnguillaDrawsMontserrat

At neutral venues

2 matches

110

AnguillaDrawsMontserrat

Meetings by decade

Anguilla wins Draws Montserrat wins
Meetings by decade
DecadeResultsPlayedGoals
1990s38
2000s15

Longest runs

Longest runs
Longest run ofAnguillaMontserrat
Wins in a row1200121995
Unbeaten meetings1200131991 to 1995

Questions answered

How many times have Anguilla and Montserrat played each other?

4 times, starting on 14 May 1991. 4 of those meetings were competitive and 0 were friendlies.

Who has won more matches between Anguilla and Montserrat?

Montserrat, with 2 wins to 1. 1 match ended level.

What is the biggest win in Anguilla vs Montserrat?

Anguilla’s 4–1 win in CFU Caribbean Cup qualifying on 8 February 2001 in Marigot.

When did Anguilla and Montserrat last play?

On 8 February 2001 in Marigot, when Anguilla won 4–1 in CFU Caribbean Cup qualifying.

Every Anguilla vs Montserrat result

Every Anguilla vs Montserrat result
DateHomeScoreAwayCompetitionVenue
Anguilla4–1MontserratCFU Caribbean Cup qualifyingMarigot, Saint Martin (neutral)
Anguilla0–1MontserratCFU Caribbean Cup qualifyingThe Valley, Anguilla
Montserrat3–2AnguillaCFU Caribbean Cup qualifyingPlymouth, Montserrat
Anguilla1–1MontserratCFU Caribbean Cup qualifyingCastries, Saint Lucia (neutral)

Recent form

Anguilla

  1. Lv ArubaCONCACAF Nations League2–3Sun 4 Oct 2026
  2. Lat Antigua and BarbudaCONCACAF Nations League0–3Thu 1 Oct 2026
  3. Lv ArubaCONCACAF Nations League0–2Tue 29 Sept 2026
  4. Lat Antigua and BarbudaCONCACAF Nations League0–5Sat 26 Sept 2026
  5. Lat DominicaFriendly0–1Mon 21 Sept 2026

Montserrat

  1. Wat Turks and CaicosCONCACAF Nations League4–1Tue 6 Oct 2026
  2. Wv British Virgin IslandsCONCACAF Nations League2–0Thu 1 Oct 2026
  3. Wv British Virgin IslandsCONCACAF Nations League3–0Sat 26 Sept 2026
  4. Wat Turks and CaicosCONCACAF Nations League2–0Wed 23 Sept 2026
  5. Lat GuyanaWorld Cup qualifying0–3Tue 10 Jun 2025

Results through 6 October 2026. Page updated 3 November 2026. How these numbers are calculated.