Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 04.03.2023 |  | March | Anguilla - Saint Martin | AIA - STM | 2:2 | |
| 23.03.2023 |  | Group B | Saint Martin - St. Kitts | STM - SKN | 1:3 | |
| 24.03.2023 | | Group C | Anguilla - Saint Lucia | AIA - LCA | 1:2 | |
| 07.09.2023 | | Group A | Anguilla - Saint Martin | AIA - STM | 0:6 | |
| 12.10.2023 |  | Group A | Sint Maarten - St. Kitts | SMT - SKN | 2:3 | 122 |
| 18.11.2023 | | Group A | Anguilla - Bonaire | AIA - BON | 0:3 |