June 17, 2011 WCq 2014 1 Belize 3 - 1 Montserrat Estadio Olimpico, San Pedro Sula Oscar Reyna 150 0
June 15, 2011 WCq 2014 1 Belize 5 - 2 Montserrat Ato Boldon Stadium Bryan Willett 100 0
March 26, 2008 WCq 2010 3 Montserrat 1 - 7 Suriname Marvin Lee Stadium Joel Aguilar 100 0
Nov. 2, 2004 CCQ 2004 Antigua and Barbuda 5 - 4 Montserrat Saint Kitts and Nevis 2
Oct. 31, 2004 CCQ 2004 Montserrat 1 - 6 Saint Kitts and Nevis Saint Kitts and Nevis 2
March 21, 2004 WCq 2006 1 Bermuda 7 - 0 Montserrat Blakes Estate Stadium Martin Charles 250 3
Feb. 29, 2004 WCq 2006 1 Bermuda 13 - 0 Montserrat Bermuda National Stadium Michael Kennedy 3000 3
June 30, 2002 IF 2002 Bhutan 4 - 0 Montserrat Bhutan 25000 1
Feb. 8, 2001 CCQ 2001 Anguilla 4 - 1 Montserrat Saint Martin 2
Feb. 6, 2001 CCQ 2001 Montserrat 1 - 3 Saint Martin Saint Martin 2
March 19, 2000 WCq 2002 3 Dominican Republic 3 - 1 Montserrat Hasely Crawford Stadium Lazaro Rojas 50 2
March 5, 2000 WCq 2002 3 Dominican Republic 3 - 0 Montserrat Estadio San Cristobal Luis Yero 5000 2
Feb. 7, 1999 CCQ 1999 British Virgin Islands 3 - 0 Montserrat British Virgin Islands 2
Feb. 5, 1999 CCQ 1999 British Virgin Islands 3 - 1 Montserrat British Virgin Islands 2
Oct. 20, 1996 LICQ 1996 Montserrat 1 - 3 Saint Thomas Montserrat 1
Oct. 19, 1996 LICQ 1996 Montserrat 1 - 2 Saint Thomas Saint Thomas 1
May 7, 1995 CCQ 1995 Montserrat 0 - 11 Saint Vincent and the Grenadines Montserrat 2
May 1, 1995 CCQ 1995 Montserrat 0 - 9 Saint Vincent and the Grenadines Saint Vincent and the Grenadines 2
April 2, 1995 CCQ 1995 Anguilla 0 - 1 Montserrat Anguilla 2
March 26, 1995 CCQ 1995 Anguilla 2 - 3 Montserrat Montserrat 2
Feb. 25, 1994 CCQ 1994 Antigua and Barbuda 8 - 0 Montserrat Saint Kitts and Nevis 2
Feb. 23, 1994 CCQ 1994 Montserrat 1 - 9 Saint Kitts and Nevis Saint Kitts and Nevis 2
May 14, 1992 CCQ 1991 Anguilla 1 - 1 Montserrat Saint Lucia 1
April 17, 1992 CCQ 1992 Montserrat 0 - 10 Saint Kitts and Nevis Saint Kitts and Nevis 2
April 15, 1992 CCQ 1992 Antigua and Barbuda 5 - 0 Montserrat Saint Kitts and Nevis 2
May 14, 1991 CCQ 1991 Anguilla 1 - 1 Montserrat Saint Lucia 1
May 10, 1991 CCQ 1991 Montserrat 0 - 3 Saint Lucia Saint Lucia 2
Nov. 3, 1990 LIC 1990 Antigua and Barbuda 6 - 0 Montserrat Montserrat 1