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Since 1991
Anguilla and Montserrat have met 4 times since 1991: Anguilla won 1, Montserrat 2, and 1 match was drawn. Montserrat lead the head-to-head by 1 win. Goals: Anguilla 7, Montserrat 6. Last meeting: Anguilla 4–1 Montserrat (CFU Caribbean Cup qualification, Feb 8, 2001).
4 meetings since 1991. Hover or tap a match for the details.
4 matches, newest first, with goalscorers where recorded.
Sources: martj42/international_results (international matches since 1872, MIT-licensed open dataset) and ESPN for the latest results and fixtures. Predecessor teams follow FIFA attribution (Yugoslavia → Serbia, Czechoslovakia → Czechia).