 North & Central America: CONCACAF Nations League - League C |
|---|
| Group C - 2. Round | Cayman Islands | Saint Kitts and Nevis | 1:4 (0:3, 1:1) | details | 07.09.2024 |
| Group C - 1. Round | British Virgin Islands | Cayman Islands | 0:1 (0:0, 0:1) | details | 04.09.2024 |
 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 |
| North & Central America: CONCACAF Nations League - League C |
|---|
| Group B - 6. Round | Aruba | Cayman Islands | 5:1 (2:0, 3:1) | details | 20.11.2023 |
| Group B - 4. Round | Cayman Islands | United States Virgin Islands | 2:1 (1:0, 1:1) | details | 17.10.2023 |
| Group B - 2. Round | Cayman Islands | Aruba | 1:2 (1:1, 0:1) | details | 11.09.2023 |
| 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 |
| | Cayman Islands | Saint Martin | 3:0 | details | 27.08.2008 |
