Head to Head
| CONCACAF Nations League | 2023/09/07 23:00 | Isole Vergini USA v Isole Cayman | D | 2-2 |
| CONCACAF Nations League | 2019/11/17 00:30 | Isole Cayman v Isole Vergini USA | W | 1-0 |
| CONCACAF Nations League | 2019/09/05 19:00 | Isole Vergini USA v Isole Cayman | W | 0-2 |
Home History
| CONCACAF Nations League | 2023/09/11 20:30 | Isole Cayman v Aruba | L | 1-2 |
| CONCACAF Nations League | 2023/09/07 23:00 | Isole Vergini USA v Isole Cayman | D | 2-2 |
| CONCACAF Nations League | 2023/03/26 22:00 | Porto Rico v Isole Cayman | L | 5-1 |
| CONCACAF Nations League | 2022/06/09 22:00 | Isole Cayman v Porto Rico | L | 0-3 |
| CONCACAF Nations League | 2022/06/06 22:00 | Isole Cayman v Isole Vergini Britanniche | D | 1-1 |
| CONCACAF Nations League | 2022/06/03 20:00 | Isole Vergini Britanniche v Isole Cayman | D | 1-1 |
| America Centrale - Qualificazioni Coppa del Mondo | 2021/06/09 00:00 | Bermuda v Isole Cayman | D | 1-1 |
| America Centrale - Qualificazioni Coppa del Mondo | 2021/06/02 22:00 | Isole Cayman v Aruba | L | 1-3 |
Away History
| CONCACAF Nations League | 2023/10/14 19:00 | Aruba v Isole Vergini USA | L | 3-1 |
| CONCACAF Nations League | 2023/09/07 23:00 | Isole Vergini USA v Isole Cayman | D | 2-2 |
| CONCACAF Nations League | 2023/03/28 23:00 | Isole Vergini USA v Sint Maarten | L | 1-2 |
| CONCACAF Nations League | 2023/03/25 19:30 | Turks & Caicos Islands v Isole Vergini USA | L | 1-0 |
| CONCACAF Nations League | 2022/06/14 20:00 | Bonaire v Isole Vergini USA | L | 2-0 |
| CONCACAF Nations League | 2022/06/11 20:00 | Isole Vergini USA v Bonaire | L | 0-2 |
| CONCACAF Nations League | 2022/06/06 20:00 | Isole Vergini USA v Turks & Caicos Islands | W | 3-2 |
| CONCACAF Nations League | 2022/06/03 20:30 | Sint Maarten v Isole Vergini USA | D | 1-1 |