| Saturday July 2 - 1st Round | ||||
|---|---|---|---|---|
| 2 Jul, 22:00 | Turks and Caicos Islands 0 - 4 Bahamas | TCIFA National Academy, Providenciales | ||
| Sunday July 3 - 1st Round | ||||
|---|---|---|---|---|
| 3 Jul, 21:00 | US Virgin Islands 2 - 0 British Virgin Islands | Lionel Roberts Stadium, Charlotte Amalie | ||
| Friday July 8 - 1st Round | ||||
|---|---|---|---|---|
| 8 Jul, 20:30 | Anguilla 0 - 2 Dominican Republic | Estadio Panamericano, San Cristóbal | ||
| Saturday July 9 - 1st Round | ||||
|---|---|---|---|---|
| 9 Jul, 1:00 | Aruba 4 - 2 St. Lucia | Complejo Deportivo Guillermo Prospero Trinidad, Oranjestad | ||
| 9 Jul, 21:00 | Bahamas 6 - 0 Turks and Caicos Islands | Roscow A.L. Davies Soccer Field, Nassau | ||
| Sunday July 10 - 1st Round | ||||
|---|---|---|---|---|
| 10 Jul, 20:00 | British Virgin Islands 1 - 2 US Virgin Islands | AO Shirley Recreation Ground, Road Town | ||
| 10 Jul, 20:30 | Dominican Republic 4 - 0 Anguilla | Estadio Panamericano, San Cristóbal | ||
| Tuesday July 12 - 1st Round | ||||
|---|---|---|---|---|
| 12 Jul, 20:55 |
St. Lucia
4 - 2 (5-4) Aruba |
Mindoo Philips Park, Castries | ||
| Sunday July 17 - 1st Round | ||||
|---|---|---|---|---|
| 17 Jul | Belize 3 - 1 Montserrat | Estadio Olímpico, San Pedro Sula | ||