World Cup 2022, Qualifying tournament, CONCACAF, Group F |
 | 04.06.2021 |  | Saint Kitts and Nevis | – | Guyana |  | 3:0 (2:0) |
| Bassterre |
World Cup 2022, Qualifying tournament, CONCACAF, Group F |
| 27.03.2021 |  | Bahamas | – | Saint Kitts and Nevis | | 0:4 (0:1) |
| Nassau |
World Cup 2022, Qualifying tournament, CONCACAF, Group F |
| 24.03.2021 | | Saint Kitts and Nevis | – | Puerto Rico |  | 1:0 (1:0) * |
| Dominican Republic, San Cristóbal |
World Cup 2018, Qualifying tournament, CONCACAF, First Round |
| 26.03.2015 |  | Turks and Caicos Islands | – | Saint Kitts and Nevis | | 2:6 (2:3) |
| Providenciales |
World Cup 2018, Qualifying tournament, CONCACAF, First Round |
| 23.03.2015 | | Saint Kitts and Nevis | – | Turks and Caicos Islands | | 6:2 (3:1) |
| Bassterre |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group D |
| 06.09.2011 |  | Saint Lucia | – | Saint Kitts and Nevis | | 2:4 (0:4) |
| Gros Islet |
World Cup 2006, Qualifying tournament, CONCACAF, Second round |
| 19.06.2004 | | Saint Kitts and Nevis | – | Barbados |  | 3:2 (3:2) |
| Bassterre |
World Cup 2006, Qualifying tournament, CONCACAF, Second round |
| 13.06.2004 | | Barbados | – | Saint Kitts and Nevis | | 0:2 (0:0) |
| Bridgetown |
World Cup 2006, Qualifying tournament, CONCACAF, First Round |
| 31.03.2004 | | Saint Kitts and Nevis | – | US Virgin Islands |  | 7:0 (2:0) |
| Bassterre |
World Cup 2006, Qualifying tournament, CONCACAF, First Round |
| 18.02.2004 | | US Virgin Islands | – | Saint Kitts and Nevis | | 0:4 (0:1) |
| Charlotte Amalie |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 2 |
| 21.03.2000 | | Saint Kitts and Nevis | – | Turks and Caicos Islands | | 6:0 (2:0) |
| Bassterre |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 2 |
| 18.03.2000 | | Saint Kitts and Nevis | – | Turks and Caicos Islands | | 8:0 (2:0) |
| Bassterre |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 19.05.1996 | | Saint Lucia | – | Saint Kitts and Nevis | | 0:1 (0:0) |
| Castries |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 05.05.1996 | | Saint Kitts and Nevis | – | Saint Lucia | | 5:1 (4:0) |
| Bassterre |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, First Round |
| | | Saint Kitts and Nevis | – | Bahamas | | +:- |
| |
