Home History
| CONCACAF Nations League | 2022/06/06 22:00 | Cayman Islands v British Virgin Islands | D | 1-1 |
| CONCACAF Nations League | 2022/06/03 20:00 | British Virgin Islands v Cayman Islands | D | 1-1 |
| Central America - World Cup Qualifying | 2021/06/09 00:00 | Bermuda v Cayman Islands | D | 1-1 |
| Central America - World Cup Qualifying | 2021/06/02 22:00 | Cayman Islands v Aruba | L | 1-3 |
| 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 |
Away History
| Central America - World Cup Qualifying | 2021/06/08 20:00 | Guyana v Puerto Rico | W | 0-2 |
| Central America - World Cup Qualifying | 2021/06/02 22:00 | Puerto Rico v Bahamas | W | 7-0 |
| Central America - World Cup Qualifying | 2021/03/28 21:00 | Puerto Rico v Trinidad & Tobago | D | 1-1 |
| Central America - World Cup Qualifying | 2021/03/24 20:00 | St. Kitts and Nevis v Puerto Rico | L | 1-0 |
| International Match | 2021/01/23 00:00 | Guatemala v Puerto Rico | L | 1-0 |
| International Match | 2021/01/19 21:00 | Dominican Republic v Puerto Rico | W | 0-1 |
| CONCACAF Nations League | 2019/11/19 22:00 | Puerto Rico v Anguilla | W | 3-0 |
| CONCACAF Nations League | 2019/11/17 01:00 | Guatemala v Puerto Rico | L | 5-0 |