North & Central America: CONCACAF Nations League - Play - In |
| Final - 2nd leg | Guadeloupe | Cayman Islands | 1:0 (0:0, 1:0) | details | 19.11.2024 |
| Final - 1st leg | Cayman Islands | Guadeloupe | 0:6 (0:3, 0:3) | details | 15.11.2024 |
North & Central America: CONCACAF Nations League - League C |
| Group C - 6. Round | Saint Kitts and Nevis | Cayman Islands | 1:1 (0:0, 1:1) | details | 15.10.2024 |
| Group C - 4. Round | Cayman Islands | British Virgin Islands | 1:0 (0:0, 1:0) | details | 12.10.2024 |
| Group C - 2. Round | Cayman Islands | Saint Kitts and Nevis | 1:4 (0:3, 1:1) | details | 07.09.2024 |
World: World Championship - Qualification - Second stage |
| Group A | Cuba | Cayman Islands | 3:0 AWA. | details | 11.06.2024 |
| Group A | Cayman Islands | Antigua and Barbuda | 1:0 (0:0, 1:0) | details | 08.06.2024 |
World: Friendly International - Main |
| | Moldova | Cayman Islands | 4:0 (2:0, 2:0) | details | 26.03.2024 |
World: World Championship - Qualification - First stage |
| Group B | Bermuda | Cayman Islands | 1:1 (0:1, 1:0) | details | 09.06.2021 |
| Group B | Cayman Islands | Aruba | 1:3 (1:2, 0:1) | details | 03.06.2021 |
| Group B | Cayman Islands | Canada | 0:11 (0:6, 0:5) | details | 30.03.2021 |
North & Central America: Caribbean Cup - Qualification - First stage |
| Group A | Puerto Rico | Cayman Islands | 2:0 | details | 07.10.2010 |
| Group A | Cayman Islands | Anguilla | 4:1 | details | 05.10.2010 |
| Group A | Saint Martin | Cayman Islands | 1:1 | details | 03.10.2010 |
North & Central America: Caribbean Cup - Qualification - Second stage |
| Group F | Grenada | Cayman Islands | 4:2 | details | 15.10.2008 |
| Group F | Cayman Islands | Martinique | 0:1 | details | 13.10.2008 |
World: Friendly International - Main |
| | Cayman Islands | Bermuda | 0:0 (0:0, 0:0) | details | 31.08.2008 |
| | Cayman Islands | Antigua and Barbuda | 1:1 | details | 29.08.2008 |