Home History
| International Match | 2024/03/24 19:45 | San Marino v St. Kitts and Nevis | D | 0-0 |
| International Match | 2024/03/20 19:45 | San Marino v St. Kitts and Nevis | W | 1-3 |
| CONCACAF Nations League | 2023/11/19 19:00 | Guadeloupe v St. Kitts and Nevis | L | 5-0 |
| CONCACAF Nations League | 2023/11/16 23:00 | St. Kitts and Nevis v Saint Lucia | D | 0-0 |
| CONCACAF Nations League | 2023/10/15 23:00 | St. Kitts and Nevis v Sint Maarten | L | 0-1 |
| CONCACAF Nations League | 2023/10/12 19:00 | Sint Maarten v St. Kitts and Nevis | W | 2-3 |
| CONCACAF Nations League | 2023/09/10 23:00 | Saint Lucia v St. Kitts and Nevis | L | 2-0 |
| CONCACAF Nations League | 2023/09/07 23:00 | St. Kitts and Nevis v Guadeloupe | L | 1-2 |
Away History
| CONCACAF Nations League | 2023/11/20 19:00 | Aruba v Cayman Islands | L | 5-1 |
| CONCACAF Nations League | 2023/10/17 20:30 | Cayman Islands v US Virgin Islands | W | 2-1 |
| CONCACAF Nations League | 2023/09/11 20:30 | Cayman Islands v Aruba | L | 1-2 |
| CONCACAF Nations League | 2023/09/07 23:00 | US Virgin Islands v Cayman Islands | D | 2-2 |
| CONCACAF Nations League | 2023/03/26 22:00 | Puerto Rico v Cayman Islands | L | 5-1 |
| CONCACAF Nations League | 2022/06/09 22:00 | Cayman Islands v Puerto Rico | L | 0-3 |
| 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 |