Head to Head
| Liga Natiunilor CONCACAF | 2019/11/17 00:30 | Insulele Cayman v Insulele Virgine Americane | L | 1-0 |
| Liga Natiunilor CONCACAF | 2019/09/05 19:00 | Insulele Virgine Americane v Insulele Cayman | L | 0-2 |
Home History
| Liga Natiunilor CONCACAF | 2023/03/28 23:00 | Insulele Virgine Americane v Sint Maarten | L | 1-2 |
| Liga Natiunilor CONCACAF | 2023/03/25 19:30 | Turks & Caicos Islands v Insulele Virgine Americane | L | 1-0 |
| Liga Natiunilor CONCACAF | 2022/06/14 20:00 | Bonaire v Insulele Virgine Americane | L | 2-0 |
| Liga Natiunilor CONCACAF | 2022/06/11 20:00 | Insulele Virgine Americane v Bonaire | L | 0-2 |
| Liga Natiunilor CONCACAF | 2022/06/06 20:00 | Insulele Virgine Americane v Turks & Caicos Islands | W | 3-2 |
| Liga Natiunilor CONCACAF | 2022/06/03 20:30 | Sint Maarten v Insulele Virgine Americane | D | 1-1 |
| America de Nord si Centrala - Cupa Mondiala - Calificari | 2021/06/05 23:00 | Insulele Virgine Americane v El Salvador | L | 0-7 |
| America de Nord si Centrala - Cupa Mondiala - Calificari | 2021/06/02 21:00 | Montserrat v Insulele Virgine Americane | L | 4-0 |
Away History
| Liga Natiunilor CONCACAF | 2023/03/26 22:00 | Puerto Rico v Insulele Cayman | L | 5-1 |
| Liga Natiunilor CONCACAF | 2022/06/09 22:00 | Insulele Cayman v Puerto Rico | L | 0-3 |
| Liga Natiunilor CONCACAF | 2022/06/06 22:00 | Insulele Cayman v Insulele Virgine Britanice | D | 1-1 |
| Liga Natiunilor CONCACAF | 2022/06/03 20:00 | Insulele Virgine Britanice v Insulele Cayman | D | 1-1 |
| America de Nord si Centrala - Cupa Mondiala - Calificari | 2021/06/09 00:00 | Bermuda v Insulele Cayman | D | 1-1 |
| America de Nord si Centrala - Cupa Mondiala - Calificari | 2021/06/02 22:00 | Insulele Cayman v Aruba | L | 1-3 |
| America de Nord si Centrala - Cupa Mondiala - Calificari | 2021/03/29 22:00 | Insulele Cayman v Canada | L | 0-11 |
| America de Nord si Centrala - Cupa Mondiala - Calificari | 2021/03/24 22:00 | Surinam v Insulele Cayman | L | 3-0 |