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| U | Trinidad & Tobago | - | Netherlandse Antillen | 5:0 (2:0) | ||
| R | Netherlandse Antillen | - | Trinidad & Tobago | 1:1 (1:0) | ||
| U: 04.03.2000 23:00 | R: 19.03.2000 01:00 | Winnaars: Trinidad & Tobago | ||||
| U | Anguilla | - | Bahamas | 1:3 (0:3) | ||
| R | Bahamas | - | Anguilla | 2:1 (1:1) | ||
| U: 05.03.2000 20:00 | R: 19.03.2000 22:00 | Winnaars: Bahamas | ||||
| U | Dom. Republiek | - | Montserrat | 3:0 (3:0) | ||
| R | Montserrat | - | Dom. Republiek | 1:3 (0:1) | ||
| U: 05.03.2000 20:30 | R: 19.03.2000 21:00 | Winnaars: Dom. Republiek | ||||
| U | Cuba | - | Cayman Eilanden | 4:0 (1:0) | ||
| R | Cayman Eilanden | - | Cuba | 0:0 (0:0) | ||
| U: 05.03.2000 21:00 | R: 20.03.2000 01:00 | Winnaars: Cuba | ||||
| U | St. Lucia | - | Suriname | 1:0 (0:0) | ||
| R | Suriname | - | St. Lucia | 3:1 (0:0, 1:0) d.p. | ||
| U: 05.03.2000 21:00 | R: 19.03.2000 22:00 | Winnaars: Suriname | ||||
| U | St. Vincent/Grenadines | - | Maagdeneilanden | 9:0 (5:0) | ||
| R | Maagdeneilanden | - | St. Vincent/Grenadines | 1:5 (0:3) | ||
| U: 05.03.2000 21:00 | R: 19.03.2000 21:00 | Winnaars: St. Vincent/Grenadines | ||||
| U | Br. Maagdeneilanden | - | Bermuda | 1:5 (0:2) | ||
| R | Bermuda | - | Br. Maagdeneilanden | 9:0 (2:0) | ||
| U: 05.03.2000 21:00 | R: 19.03.2000 20:00 | Winnaars: Bermuda | ||||
| U | Barbados | - | Grenada | 2:2 (1:1) | ||
| R | Grenada | - | Barbados | 2:3 (1:2, 2:2) n.v. | ||
| U: 06.03.2000 00:00 | R: 18.03.2000 20:30 | Winnaars: Barbados | ||||
| U | Aruba | - | Puerto Rico | 4:2 (0:2) | ||
| R | Puerto Rico | - | Aruba | 2:2 (2:2) | ||
| U: 12.03.2000 00:00 | R: 19.03.2000 00:30 | Winnaars: Aruba | ||||
| U | Haiti | - | Dominica | 4:0 (3:0) | ||
| R | Dominica | - | Haiti | 1:3 (1:0) | ||
| U: 12.03.2000 00:00 | R: 19.03.2000 21:00 | Winnaars: Haiti | ||||
| U | St. Kitts & Nevis | - | Turks & Caicos | 8:0 (2:0) | ||
| R | Turks & Caicos | - | St. Kitts & Nevis | 0:6 (0:2) | ||
| U: 19.03.2000 00:00 | R: 22.03.2000 00:00 | Winnaars: St. Kitts & Nevis | ||||
