World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
 | 10.06.2025 | | Cuba | – | Bermuda | | 1:2 (0:1) |
| Santiago de Cuba |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
| 04.06.2025 | | Bermuda | – | Cayman Islands | | 5:0 (1:0) |
| Hamilton |
World Cup 2022, Qualifying tournament, CONCACAF, Group B |
| 30.03.2021 | | Bermuda | – | Aruba | | 5:0 (2:0) * |
| USA, Bradenton IMG Academy |
World Cup 2018, Qualifying tournament, CONCACAF, First Round |
| 29.03.2015 | | Bermuda | – | Bahamas | | 3:0 (0:0) |
| Hamilton |
World Cup 2018, Qualifying tournament, CONCACAF, First Round |
| 25.03.2015 | | Bahamas | – | Bermuda | | 0:5 (0:3) |
| Nassau |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 14.11.2011 | | Barbados | – | Bermuda | | 1:2 (0:0) |
| Bridgetown |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 11.11.2011 | | Bermuda | – | Barbados | | 2:1 (1:1) |
| Hamilton |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 07.10.2011 | | Bermuda | – | Trinidad and Tobago | | 2:1 (0:0) |
| Hamilton |
World Cup 2010, Qualifying tournament, CONCACAF, Second round |
| 15.06.2008 | | Trinidad and Tobago | – | Bermuda | | 1:2 (1:2) |
| Port of Spain |
World Cup 2010, Qualifying tournament, CONCACAF, First Round |
| 30.03.2008 | | Cayman Islands | – | Bermuda | | 1:3 (0:2) |
| George Town |
World Cup 2006, Qualifying tournament, CONCACAF, First Round |
| 21.03.2004 | | Montserrat | – | Bermuda | | 0:7 (0:4) |
| Plymouth |
World Cup 2006, Qualifying tournament, CONCACAF, First Round |
| 29.02.2004 | | Bermuda | – | Montserrat | | 13:0 (6:0) |
| Hamilton |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 2 |
| 19.03.2000 | | Bermuda | – | British Virgin Islands | | 9:0 (2:0) |
| Hamilton |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 2 |
| 05.03.2000 | | British Virgin Islands | – | Bermuda | | 1:5 (0:4) |
| Road Town |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 18.10.1992 | | Bermuda | – | El Salvador | | 1:0 (0:0) |
| Hamilton |
World Cup 1994, Qualifying tournament, CONCACAF, First Round |
| 04.07.1992 | | Bermuda | – | Antigua and Barbuda | | 2:1 (1:1) |
| Hamilton |
World Cup 1994, Qualifying tournament, CONCACAF, First Round |
| 14.06.1992 | | Antigua and Barbuda | – | Bermuda | | 0:3 (0:1) |
| St. John's |
World Cup 1994, Qualifying tournament, CONCACAF, Second preliminary round |
| 26.04.1992 | | Bermuda | – | Haiti | | 1:0 (0:0) |
| Hamilton |
