The Montserrat football team was formed in 1973, and has entered the World Cup qualifiers since the 2002 edition, being eliminated in the first round on each occasion.

The Montserrat national team is one of the newest in international football, having played its first senior match on 10 May 1991, during the 1991 Caribbean Cup tournament.

Montserrat once again entered the Caribbean Cup the following year, but were once more knocked out in the group stage, with heavy defeats against Saint Kitts and Nevis and Antigua and Barbuda.

They were drawn against the same two teams in the 1994 Caribbean Cup, again being eliminated in the tournament's group stage, conceding 17 goals in two matches.

The team beat Anguilla again in the next fixture, to ensure progression to the Second Qualifying Round of the 1995 Caribbean Cup.

The 1–0 win in the second leg, was their only clean sheet in international football, and their most recent victory for the next seventeen years.

Soon afterwards, the Soufrière Hills volcano became active and the eruptions destroyed Plymouth, the capital of Montserrat, severely disrupting life on the island.

The friendly match between the two lowest-ranked teams in the world ended with a 4–0 win for Bhutan in front of 15,000 fans in Thimphu.

Montserrat's fortunes changed dramatically in 2018 with the arrival of Willie Donachie and the launch of the CONCACAF Nations League.

[3] The side won three of their four qualifying games, but missed out on qualification for the 2019 CONCACAF Gold Cup on goal difference.

[4][5] Just months later on September 8, Lee Bowyer took over as the Montserrat manager and Steve Gallen is the assistant.