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| Anguilla matches, ratings and points exchanged | |||||||
| date | match | tournament | rating | rank | |||
| March 07 1991 | Montserrat Anguilla | 1 1 | Caribbean Cup qualifier in Saint Lucia | -5 +5 | 792 705 | -2 - | 195 196 |
| March 09 1991 | Saint Lucia Anguilla | 6 0 | Caribbean Cup qualifier in Saint Lucia | +2 -2 | 1272 703 | +1 0 | 125 196 |
| May 02 1992 | Anguilla Cuba | 0 3 | Caribbean Cup qualifier in Anguilla | -2 +2 | 701 1443 | 0 +2 | 200 79 |
| May 09 1992 | Cuba Anguilla | 5 0 | Caribbean Cup qualifier in Cuba | +1 -1 | 1444 700 | 0 0 | 79 200 |
| April 04 1993 | Anguilla Antigua and Barbuda | 0 4 | Caribbean Cup qualifier in Anguilla | -9 +9 | 691 1149 | 0 +1 | 203 158 |
| April 06 1993 | Anguilla Sint Maarten | 0 1 | Caribbean Cup qualifier in Anguilla | -3 +3 | 688 1252 | -1 +1 | 204 137 |
| March 04 1994 | Guadeloupe Anguilla | 9 0 | Caribbean Cup qualifier in St. Vincent & Grenadines | +3 -3 | 1325 685 | 0 0 | 123 209 |
| March 06 1994 | St. Vincent & Grenadines Anguilla | 2 0 | Caribbean Cup qualifier in St. Vincent & Grenadines | +1 -1 | 1265 684 | 0 0 | 137 209 |
| March 26 1995 | Montserrat Anguilla | 3 2 | Caribbean Cup qualifier in Montserrat | +11 -11 | 770 673 | 0 0 | 210 211 |
| April 02 1995 | Anguilla Montserrat | 0 1 | Caribbean Cup qualifier in Anguilla | -20 +20 | 653 790 | -2 0 | 213 210 |
| March 27 1996 | Saint Kitts and Nevis Anguilla | 8 0 | Caribbean Cup qualifier in Saint Kitts and Nevis | +2 -2 | 1188 651 | 0 0 | 158 213 |
| March 29 1996 | Sint Maarten Anguilla | 4 0 | Caribbean Cup qualifier in Saint Kitts and Nevis | +4 -4 | 1153 647 | +1 0 | 162 213 |
| April 02 1997 | Sint Maarten Anguilla | 3 0 | Caribbean Cup qualifier in Dominica | +4 -4 | 1135 643 | 0 0 | 165 214 |
| April 04 1997 | British Virgin Islands Anguilla | 4 1 | Caribbean Cup qualifier in Dominica | +13 -13 | 905 630 | 0 -2 | 199 216 |
| April 06 1997 | Dominica Anguilla | 5 0 | Caribbean Cup qualifier in Dominica | +2 -2 | 1172 628 | +1 0 | 160 216 |
| April 15 1998 | Anguilla Grenada | 1 14 | Caribbean Cup qualifier in Antigua and Barbuda | -3 +3 | 625 1270 | 0 0 | 217 135 |
| April 17 1998 | Antigua and Barbuda Anguilla | 7 0 | Caribbean Cup qualifier in Antigua and Barbuda | +3 -3 | 1122 622 | 0 0 | 169 217 |
| April 19 1998 | Guyana Anguilla | 14 0 | Caribbean Cup qualifier in Antigua and Barbuda | +9 -9 | 1072 613 | +1 0 | 177 217 |
| February 25 2000 | British Virgin Islands Anguilla | 3 4 | Friendly in British Virgin Islands | -18 +18 | 902 631 | -2 0 | 198 219 |
| February 27 2000 | British Virgin Islands Anguilla | 5 0 | Friendly in British Virgin Islands | +4 -4 | 906 627 | 0 0 | 198 219 |
| March 05 2000 | Anguilla Bahamas | 1 3 | World Cup qualifier in Anguilla | -21 +21 | 606 861 | 0 +1 | 219 205 |
| March 19 2000 | Bahamas Anguilla | 2 1 | World Cup qualifier in the Bahamas | +5 -5 | 866 601 | +1 0 | 204 219 |
| February 08 2001 | Anguilla Montserrat | 4 1 | Caribbean Cup qualifier in Saint Martin | +47 -47 | 648 675 | +1 -4 | 219 218 |
| February 10 2001 | Saint Martin Anguilla | 3 1 | Caribbean Cup qualifier in Saint Martin | +2 -2 | 1098 646 | 0 0 | 173 219 |
| June 06 2002 | Saint Martin Anguilla | 2 1 | Friendly in Saint Martin | +1 -1 | 1091 645 | 0 0 | 174 220 |
| June 23 2002 | Saint Martin Anguilla | 1 0 | Friendly in Saint Martin | +1 -1 | 1092 644 | +1 0 | 173 220 |
| July 06 2002 | British Virgin Islands Anguilla | 2 1 | Friendly in British Virgin Islands | +2 -2 | 927 642 | +1 0 | 193 220 |
| March 19 2004 | Dominican Republic Anguilla | 0 0 | World Cup qualifier in Dominican Republic | -19 +19 | 1102 661 | -1 +1 | 170 219 |
| March 21 2004 | Dominican Republic Anguilla | 6 0 | World Cup qualifier in Dominican Republic | +4 -4 | 1106 657 | 0 0 | 170 219 |
| September 20 2006 | Antigua and Barbuda Anguilla | 5 3 | Caribbean Cup qualifier in Antigua and Barbuda | +2 -2 | 1133 655 | +1 0 | 169 219 |
| September 22 2006 | Saint Kitts and Nevis Anguilla | 6 1 | Caribbean Cup qualifier in Antigua and Barbuda | +3 -3 | 1235 652 | +2 0 | 144 219 |
| September 24 2006 | Barbados Anguilla | 7 1 | Caribbean Cup qualifier in Antigua and Barbuda | +2 -2 | 1295 650 | +3 0 | 126 219 |
| February 06 2008 | El Salvador Anguilla | 12 0 | World Cup qualifier in El Salvador | +1 -1 | 1378 649 | 0 0 | 105 219 |
| March 26 2008 | El Salvador Anguilla | 4 0 | World Cup qualifier in the United States | +1 -1 | 1372 648 | -2 0 | 110 219 |
| September 17 2008 | St. Vincent & Grenadines Anguilla | 3 1 | Caribbean Cup qualifier in Martinique | +2 -2 | 1242 646 | +1 0 | 145 220 |
| September 19 2008 | Martinique Anguilla | 3 1 | Caribbean Cup qualifier in Martinique | 0 0 | 1383 646 | 0 0 | 112 220 |