Head to Head
| CONCACAF Nations League | 2024/09/04 19:00 | Anguilla v Turks & Caicos Islands | L | 2-0 |
| Central America - World Cup Qualifying | 2024/03/26 23:00 | Turks & Caicos Islands v Anguilla | L | 4-5 |
| Central America - World Cup Qualifying | 2024/03/22 19:00 | Anguilla v Turks & Caicos Islands | D | 0-0 |
Home History
| CONCACAF Nations League | 2024/09/07 19:00 | Turks & Caicos Islands v Belize | L | 0-4 |
| CONCACAF Nations League | 2024/09/04 19:00 | Anguilla v Turks & Caicos Islands | L | 2-0 |
| Central America - World Cup Qualifying | 2024/03/26 23:00 | Turks & Caicos Islands v Anguilla | L | 4-5 |
| Central America - World Cup Qualifying | 2024/03/22 19:00 | Anguilla v Turks & Caicos Islands | D | 0-0 |
| CONCACAF Nations League | 2023/11/20 19:00 | Dominica v Turks & Caicos Islands | L | 2-0 |
| CONCACAF Nations League | 2023/10/16 20:00 | Turks & Caicos Islands v British Virgin Islands | D | 2-2 |
| CONCACAF Nations League | 2023/09/12 20:00 | Turks & Caicos Islands v Dominica | L | 0-3 |
| CONCACAF Nations League | 2023/09/09 19:30 | British Virgin Islands v Turks & Caicos Islands | L | 3-1 |
Away History
| CONCACAF Nations League | 2024/10/10 02:00 | Anguilla v Belize | L | 0-1 |
| CONCACAF Nations League | 2024/09/10 19:00 | Belize v Anguilla | L | 1-0 |
| CONCACAF Nations League | 2024/09/04 19:00 | Anguilla v Turks & Caicos Islands | W | 2-0 |
| North & Central America - World Cup Qualifying | 2024/06/12 00:00 | Puerto Rico v Anguilla | L | 8-0 |
| North & Central America - World Cup Qualifying | 2024/06/08 19:30 | Anguilla v Suriname | L | 0-4 |
| Central America - World Cup Qualifying | 2024/03/26 23:00 | Turks & Caicos Islands v Anguilla | W | 4-5 |
| Central America - World Cup Qualifying | 2024/03/22 19:00 | Anguilla v Turks & Caicos Islands | D | 0-0 |
| CONCACAF Nations League | 2023/11/18 19:00 | Anguilla v Bonaire | L | 0-3 |