World Cup 2022, Qualifying tournament, CONCACAF, Group D |
 | 30.03.2021 | | Barbados | – | Anguilla | | 1:0 (0:0) |
| Dominican Republic, Santo Domingo de Guzmán |
World Cup 2018, Qualifying tournament, CONCACAF, Second round |
| 10.06.2015 | | Aruba | – | Barbados | | 0:2 (0:2) |
| Oranjestad |
World Cup 2018, Qualifying tournament, CONCACAF, First Round |
| 26.03.2015 | | US Virgin Islands | – | Barbados | | 0:4 (0:2) |
| Charlotte Amalie |
World Cup 2010, Qualifying tournament, CONCACAF, First Round |
| 26.03.2008 | | Barbados | – | Dominica | | 1:0 (0:0) |
| Bridgetown |
World Cup 2002, Qualifying tournament, CONCACAF, Semifinal round, group 3 |
| 16.07.2000 | | Barbados | – | Costa Rica | | 2:1 (0:0) |
| Bridgetown |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 2 |
| 16.04.2000 | | Barbados | – | Aruba | | 4:0 (1:0) |
| Bridgetown |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 2 |
| 01.04.2000 | | Aruba | – | Barbados | | 1:3 (0:2) |
| Oranjestad |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 1 |
| 18.03.2000 | | Grenada | – | Barbados | | 2:3 (0:2) |
| Saint George's |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 19.05.1996 | | Barbados | – | Dominica | | 1:0 (0:0) |
| Bridgetown |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 14.05.1996 | | Dominica | – | Barbados | | 0:1 (0:0) |
| Roseau |
