Head to Head
| CONCACAF Nations League | 2022/06/11 23:30 | Montserrat v Bermuda | L | 3-2 |
Home History
| CONCACAF Nations League | 2022/06/11 23:30 | Montserrat v Bermuda | L | 3-2 |
| CONCACAF Nations League | 2022/06/07 20:00 | Guyana v Bermuda | L | 2-1 |
| CONCACAF Nations League | 2022/06/04 21:00 | Bermuda v Haiti | D | 0-0 |
| CONCACAF Gold Cup Qualifying | 2021/07/06 23:00 | Haiti v Bermuda | L | 4-1 |
| CONCACAF Gold Cup Qualifying | 2021/07/02 23:00 | Bermuda v Barbados | W | 8-1 |
| Central America - World Cup Qualifying | 2021/06/09 00:00 | Bermuda v Cayman Islands | D | 1-1 |
| Central America - World Cup Qualifying | 2021/06/04 22:00 | Suriname v Bermuda | L | 6-0 |
| Central America - World Cup Qualifying | 2021/03/31 00:00 | Bermuda v Aruba | W | 5-0 |
Away History
| CONCACAF Nations League | 2022/06/11 23:30 | Montserrat v Bermuda | W | 3-2 |
| CONCACAF Nations League | 2022/06/07 21:00 | Haiti v Montserrat | L | 3-2 |
| CONCACAF Nations League | 2022/06/04 23:30 | Montserrat v Guyana | L | 1-2 |
| CONCACAF Gold Cup Qualifying | 2021/07/03 01:30 | Trinidad & Tobago v Montserrat | L | 6-1 |
| Central America - World Cup Qualifying | 2021/06/08 23:00 | Grenada v Montserrat | W | 1-2 |
| Central America - World Cup Qualifying | 2021/06/02 21:00 | Montserrat v US Virgin Islands | W | 4-0 |
| Central America - World Cup Qualifying | 2021/03/28 22:00 | Montserrat v El Salvador | D | 1-1 |
| Central America - World Cup Qualifying | 2021/03/24 22:00 | Antigua & Barbuda v Montserrat | D | 2-2 |