Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 21.03.2019 |  | Matchday 4 | BVI - Turks & C. | VGB - TCA | 2:2 | |
| 22.03.2019 | | Matchday 4 | Anguilla - Virgin Islands | AIA - VIR | 0:3 | |
| 23.03.2019 | | Matchday 4 | Sint Maarten - Saint Martin | SMT - STM | 4:3 | |
| 24.03.2019 | | Matchday 3 | BVI - Bonaire | VGB - BON | 1:2 | |
| 08.09.2019 |  | Group A | Saint Martin - Virgin Islands | STM - VIR | 1:2 | |
| 12.10.2019 | | Group A | Saint Martin - Cayman Islands | STM - CAY | 3:0 | |
| 13.10.2019 | | Group C | Anguilla - Guatemala | AIA - GUA | 0:5 | |
| 16.10.2019 | | Group C | Anguilla - Puerto Rico | AIA - PUR | 2:3 | |
| 16.11.2019 | | Group A | Saint Martin - Barbados | STM - BRB | 1:0 |