Home History
| Central America - World Cup Qualifying | 2021/03/29 22:00 | Cayman Islands v Canada | L | 0-11 |
| Central America - World Cup Qualifying | 2021/03/24 22:00 | Suriname v Cayman Islands | L | 3-0 |
| CONCACAF Nations League | 2019/11/20 00:00 | Barbados v Cayman Islands | L | 3-0 |
| CONCACAF Nations League | 2019/11/17 00:30 | Cayman Islands v US Virgin Islands | W | 1-0 |
| CONCACAF Nations League | 2019/10/15 23:30 | Cayman Islands v Saint Martin | W | 1-0 |
| CONCACAF Nations League | 2019/10/12 19:00 | Saint Martin v Cayman Islands | L | 3-0 |
| CONCACAF Nations League | 2019/09/08 23:30 | Cayman Islands v Barbados | W | 3-2 |
| CONCACAF Nations League | 2019/09/05 19:00 | US Virgin Islands v Cayman Islands | W | 0-2 |
Away History
| Central America - World Cup Qualifying | 2021/03/31 00:00 | Bermuda v Aruba | L | 5-0 |
| Central America - World Cup Qualifying | 2021/03/28 00:00 | Aruba v Suriname | L | 0-6 |
| CONCACAF Nations League | 2019/11/18 23:00 | Aruba v Antigua & Barbuda | L | 2-3 |
| CONCACAF Nations League | 2019/11/16 01:00 | Guyana v Aruba | L | 4-2 |
| CONCACAF Nations League | 2019/10/15 23:00 | Aruba v Jamaica | L | 0-6 |
| CONCACAF Nations League | 2019/10/12 22:00 | Jamaica v Aruba | L | 2-0 |
| CONCACAF Nations League | 2019/09/09 19:00 | Antigua & Barbuda v Aruba | L | 2-1 |
| CONCACAF Nations League | 2019/09/06 23:00 | Aruba v Guyana | L | 0-1 |