| Last updated: 28-November-2001
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Caribbean Zone Pool 1 First Round
| Match Date | | Stadium/Venue | | Attendance | 05-Mar-2000 | | Waterford National Stadium, Bridgetown | | 4,500 | | | | | | Barbados | 2 (1) | Grenada | 2 (0) |
| Jerry Alexander (31, 47) | Anthony Modeste (75, 77) |
| Match Date | | Stadium/Venue | | Attendance | | 18-Mar-2000 | | Queen Park Stadium, St. George's | | 3,000 | | | | | | Grenada | 2 (0) | Barbados | 3 (2) |
Kirk Babb (55 o.g.) Keith Fletcher (59) | Kirk Cox (20) Norman Forde (35) Llewellyn Riley (96 Golden Goal) |
| Winner on Aggregate | Barbados | 5 - 4 |
| Match Date | | Stadium/Venue | | Attendance | | 05-Mar-2000 | | Pedro Marrero Stadium, Havana | | 5,000 |
| | | | | Cuba | 4 (1) | Cayman Islands | 0 (0) |
Luis Marten (38) Ariel Alvarez (56) Serguei Prado (87) Miguel Gandara (90) | |
| Match Date | | Stadium/Venue | | Attendance | 19-Mar-2000 | | Truman Bodden Stadium, Grand Cayman | | 800 | | | | | | Cayman Islands | 0 (0) | Cuba | 0 (0) |
| Red Card | Serguei Prado 46 (Cuba) |
| Winner on Aggregate | Cuba | 4 - 0 |
| Match Date | | Stadium/Venue | | Attendance | | 05-Mar-2000 | | Minoo Phillips Park, Castries | | 3,500 |
| | | | | St. Lucia | 1 (0) | Surinam | 0 (0) |
| Match Date | | Stadium/Venue | | Attendance | 19-Mar-2000 | | Andre Kamperveen Stadium, Paramaribo | | 8,000 |
| | | | | Surinam | 1 (0) | St. Lucia | 0 (0) |
| Red Card | Bertrand James 61 (St. Lucia) |
| 1 -1 aggregate after extra time so Penalty Shoot Out |
Benny Kiansi Orlando Grootfaam Werner Blackson | Valencius Joseph |
| Match Date | | Stadium/Venue | | Attendance | 11-Mar-2000 | | Guillermo Prospero Trinidad Stadium, Oranjestad | | | | | | | | Aruba | 4 (0) | Puerto Rico | 2 (2) |
Rafael Santana (47) Theodore Filomina (54, 70) Oswalding Mackay (85) | Rafael Ortiz (12) Carlos Astonda (43) |
Red Card | Jackson Gross 71 (Aruba) Carlos Astondona 75 (Puerto Rico) |
| Match Date | | Stadium/Venue | | Attendance | | 18-Mar-2000 | | Estadio Sixto Escobar, San Juan | | 500 | | | | | | Puerto Rico | 2 (2) | Aruba | 2 (2) |
Raphael Ortiz (7) Carlos Geerman (19 o.g.) | Mark McKay (37) Wandel Gross (43) |
| Winner on Aggregate | Aruba | 6 - 4 |
Caribbean Zone Pool 1 Semi-Finals
| Match Date | | Stadium/Venue | | Attendance | | 02-Apr-2000 | | Estadio Pedro Marrero, Havana | | 3,000 |
| Match Date | | Stadium/Venue | | Attendance | 16-Apr-2000 | | Andre Kamperveen Stadium, Paramaribo | | 8,000 | | Winner on Aggregate | Cuba | 1 - 0 |
| Match Date | | Stadium/Venue | | Attendance | 01-Apr-2000 | | Guillermo Prospero Trinidad Stadium, Oranjestad | | 1,200 | Wandel Gross (89) | Jerry Alexander (22, 85) Gregory Goodridge (2) |
Red Card | Carlos Geerman 21 (Aruba) Ikel Lopez 87 (Aruba) |
| Match Date | | Stadium/Venue | | Attendance | 16-Apr-2000 | | Waterford National Stadium, Bridgetown | | 3,500 | Jerry Alexander (45, 67) Gregory Goodridge (47) Llewellyn Riley (70) | |
| Winner on Aggregate | Barbados | 7 - 1 |
Caribbean Zone Pool 1 Final
| Match Date | | Stadium/Venue | | Attendance | | 07-May-2000 | | Estadio Pedro Marrero, Havana | | 2,000 | | Lester More (45) | Jerry Alexander (18) |
| Match Date | | Stadium/Venue | | Attendance | 21-May-2000 | | Waterford National Stadium, Bridgetown | | 9,000 | | Alexander Cruzata (75 o.g.) | Lester More (74) |
| 1 -1 aggregate after extra time so Penalty Shoot Out |
Pool 1 Interzone Play-Off
| Match Date | | Stadium/Venue | | Attendance | | 04-Jun-2000 | | Estadio Pedro Marrero, Havana | | 6,000 |
| Match Date | | Stadium/Venue | | Attendance | 11-Jun-2000 | | Winnipeg Soccer Complex Winnipeg | | 9,021 | | Winner on Aggregate | Canada | 1 - 0 |
Caribbean Zone Pool 2 First Round
Guyana suspended so ANTIGUA & BARBUDA receive a bye
| Match Date | | Stadium/Venue | | Attendance | 05-Mar-2000 | | Shirley Recreation Grounds, Roadtown, Tortola | | 5,000 |
| | | | | British Virgin Islands | 1 (0) | Bermuda | 5 (3) |
Avondale Williams (61) | Kyle Lightbourne (20) Paul Cam (22) Shaun Goater (35, 48, 65 (pen)) |
| Red Card | Kentoine Jennings 10 (Bermuda) |
| Match Date | | Stadium/Venue | | Attendance | 19-Mar-2000 | | Bermuda National Stadium, Hamilton | | 3,500 | | | | | | Bermuda | 9 (2) | British Virgin Islands | 0 (0) |
Devarr Boyles (6) Tokia Russell (34) Meshach Wade (53) Shannon Burgess (57 pen) Stanton Lewis (60) Stephen Astwood (61, 79) John Barry Nusum (75, 89) | |
| Red Card | Wendell Nicholls 14 (British Virgin Islands) |
| Winner on Aggregate | Bermuda | 14 - 1 |
| Match Date | | Stadium/Venue | | Attendance | 05-Mar-2000 | | Arnos Vale Sporting Complex, Kingstown | | 5,000 |
| | | | | St. Vincent/Grenadines | 9 (5) | US Virgin Islands | 0 (0) |
Rodney Jack (6, 15, 48) Alwyn Guy (18, 20, 31) James Chewitt (74, 86) Kenlyn Gonsalves (81) | |
| Match Date | | Stadium/Venue | | Attendance | | 19-Mar-2000 | | Paul E. Joseph Stadium, St. George | | 425 | | | | | | US Virgin Islands | 1 (0) | St. Vincent/Grenadines | 5 (3) |
Joaquin Santos (72) | Kenlyn Gonsalves (7) James Chewitt (15, 35, 51, 89) |
| Winner on Aggregate | St. Vincent/Grenadines | 14 - 1 |
| Match Date | | Stadium/Venue | | Attendance | | 18-Mar-2000 | | Warner Park, Basseterre, St. Kitts | | 853 | | | | | | St. Kitts & Nevis | 8 (2) | Turks & Caicos Islands | 0 (0) |
Alexis Saddler (22, 53, 66,) George Isaac (36) Leroy Francis (47) Michael Crawford (50) Keith Gumbs (75) John Smith (86) | |
| Red Card | Paul Winder 44 (Turks & Caicos Islands) |
| Match Date | | Stadium/Venue | | Attendance | | 21-Mar-2000 | | Warner Park, Basseterre, St. Kitts | | 1,000 | | | | | | Turks & Caicos Islands | 0 (0) | St. Kitts & Nevis | 6 (2) |
| | Austin Huggins (20, 62,) Keith Gumbs (30 pen) George Isaac (58) Leroy Francis (69) John Smith (73) |
| Winner on Aggregate | St. Kitts & Nevis | 14 - 0 |
Caribbean Zone Pool 2 Semi-Finals
| Match Date | | Stadium/Venue | | Attendance | 16-Apr-2000 | | Arnos Vale Sporting Complex, Kingstown | | 7,500 | | | | | | St. Vincent & Grenadines | 1 (0) | St. Kitts & Nevis | 0 (0) |
| Match Date | | Stadium/Venue | | Attendance | | 22-Apr-2000 | | Warner Park, Basseterre | | 2,500 | | | | | | St. Kitts & Nevis | 1 (0) | St. Vincent & Grenadines | 2 (1) |
Keith Gumbs (65) | Rodney Jack (18) Kendal Velox (58) |
| Winner on Aggregate | St. Vincent/Grenadines | 3 - 1 |
| Match Date | | Stadium/Venue | | Attendance | 16-Apr-2000 | | Antigua Recreation Ground, St. John's | | 1,040 | | | | | | Antigua & Barbuda | 0 (0) | Bermuda | 0 (0) |
| Red Card | George Dublin 56 (Antigua) |
| Match Date | | Stadium/Venue | | Attendance | 23-Apr-2000 | | Bermuda National Stadium, Hamilton | | 2,000 | | | | | | Bermuda | 1 (0) | Antigua & Barbuda | 1 (0) |
| Shannon Burgess (60) | Gregory Grayson (74) |
| Winner on Aggregate | Antigua & Barbuda | 1 - 1 |
| Antigua & Barbuda Go Through On Away Goals Rule |
Caribbean Zone Pool 2 Final
| Match Date | | Stadium/Venue | | Attendance | 07-May-2000 | | Antigua Recreation Ground, St. John's | | 5,000 | | | | | | Antigua & Barbuda | 2 (1) | St. Vincent & Grenadines | 1 (0) |
| Gregory Grayson (20, 64) | Phillip Skeal (68 o.g.) |
| Match Date | | Stadium/Venue | | Attendance | 21-May-2000 | | Arnos Vale Sporting Complex, Kingstown | | 4,000 | | | | | | St. Vincent & Grenadines | 4 (1) | Antigua & Barbuda | 0 (0) |
Vincent John (11) Wesley Charles (50) Alwyn Guy (56, 61) | |
| Winner on Aggregate | St. Vincent/Grenadines | 5 - 2 |
Caribbean Zone Pool 2 Interzone Play-Off
| Match Date | | Stadium/Venue | | Attendance | 11-Jun-2000 | | Antigua Recreation Ground, St. John's | | 2,000 | | | | | | Antigua & Barbuda | 0 (0) | Guatemala | 1 (1) |
| Match Date | | Stadium/Venue | | Attendance | 18-Jun-2000 | | Estadio Mateo Flores, Guatemala City | | 4,500 | | | | | | Guatemala | 8 (4) | Antigua & Barbuda | 1 (0) |
Edgar Valencia (19) Carlos Ruiz (31) Guillermo Ramirez (34) Juan Carlos Plata (37, 80) Juan Manuel Funez (72) Fredy Garcia (83, 88) | Desmond Bleau (60) |
| Winner on Aggregate | Guatemala | 9 - 1 |
Caribbean Zone Pool 3 First Round
| Match Date | | Stadium/Venue | | Attendance | 04-Mar-2000 | | Havelange Center of Excellence, Port of Spain | | 12,435 | | | | | | Trinidad & Tobago | 5 (2) | Netherlands Antilles | 0 (0) |
Marvin Andrews (19) (1st Goal in World Cup) Angus Eve (43, 57) Arnold Dwarika (63, 85) | |
| Red Card | Eugene Martha 58 (Netherlands Antilles) |
| Match Date | | Stadium/Venue | | Attendance | | 18-Mar-2000 | | Stadium Ergilio Hato, Willemstad | | 250 | | | | | | Netherlands Antilles | 1 (1) | Trinidad & Tobago | 1 (0) |
| Angelo Martina (41) | Marvin Andrews (90) |
| Red Card | Marcello Pisas 87 (Netherlands Antilles) |
| Winner on Aggregate | Trinidad & Tobago | 6 - 1 |
| Match Date | | Stadium/Venue | | Attendance | 05-Mar-2000 | | James Ronald Webster Park, The Valley | | 200 |
| | | | | Anguilla | 1 (0) | Bahamas | 3 (1) |
Kenneth Hughes (69 pen) | Anton Haven (12) George Moussis (29) Kevin Davies (32) |
| Match Date | | Stadium/Venue | | Attendance | 19-Mar-2000 | | Thomas A Robinson National Stadium, Nassau | | 330 | | | | | | Bahamas | 2 (1) | Anguilla | 1 (1) |
Anton Haven (14) Kevin Davies (78) | Richard O'Conner (40 Pen) |
| Winner on Aggregate | Bahamas | 5 - 2 |
| Match Date | | Stadium/Venue | | Attendance | 05-Mar-2000 | | Estadio San Cristobal, San Christobal | | 5,000 |
| | | | | Dominican Republic | 3 (3) | Montserrat | 0 (0) |
Luis Omar Zapata (31) Miguel Pirez (38) Carlos Reyes (44) | |
| Match Date | | Stadium/Venue | | Attendance | 19-Mar-2000 | | Hasley Crawford Stadium, Port of Spain Trinidad | | 50 | | | | | | Montserrat | 1 (0) | Dominican Republic | 3 (1) |
Wayne Dyer (88) | Luis Omar Sanchez (43) Vladimir Gregorio (69) Luis Omar Zapata (86) |
| Winner on Aggregate | Dominican Republic | 6 - 1 |
| Match Date | | Stadium/Venue | | Attendance | | 11-Mar-2000 | | Stade Sylvio Cator, Port-au-Prince | | 16,000 | Golman Pierre (51, 66, 90) Jean-Robert Manelas (86) | | | |
| Match Date | | Stadium/Venue | | Attendance | | 19-Mar-2000 | | Windsor Park, Roseau | | 2,000 | | Kelly Peters (6) | Golman Pierre (56, 69, 87) |
| Winner on Aggregate | Haiti | 7 - 1 |
Caribbean Zone Pool 3 Semi-Finals
| Match Date | | Stadium/Venue | | Attendance | | 02-Apr-2000 | | Queen's Park Oval, Port of Spain | | 6,180 | | | | | | Trinidad & Tobago | 3 (0) | Dominican Republic | 0 (0) |
Arnold Dwarika (68 pen, 90 pen) Angus Eve (69) | |
| Match Date | | Stadium/Venue | | Attendance | 16-Apr-2000 | | Estadio San Cristobal, San Cristobal | | 1,000 | | | | | | Dominican Republic | 0 (0) | Trinidad & Tobago | 1 (0) |
| Winner on Aggregate | Trinidad & Tobago | 4 - 0 |
| Match Date | | Stadium/Venue | | Attendance | | 01-Apr-2000 | | Stade Sylvio Cator, Port-au-Prince | | 18,000 | Gabriel Michel (3, 16, 57) Jean-Robert Menelas (8, 33, 68) Golman Pierre (29, 37) Vladimir Edouard (72) | |
| Match Date | | Stadium/Venue | | Attendance | 16-Apr-2000 | | Thomas A. Robinson National Stadium, Nassau | | 6,000 | | | Vladimir Edouard (10, 50) Golman Pierre (68, 75) |
| Winner on Aggregate | Haiti | 13 - 0 |
Caribbean Zone Pool 3 Final
| Match Date | | Stadium/Venue | | Attendance | 07-May-2000 | | Hasley Crawford Stadium, Port of Spain | | 18,000 | | | | | | Trinidad & Tobago | 3 (1) | Haiti | 1 (0) |
Marvin Andrews (34) Arnold Dwarika (75 pen) Dwight Yorke (76) | Gollman Pierre (90) |
| Match Date | | Stadium/Venue | | Attendance | | 19-May-2000 | | Stade Sylvio Cator, Port-au-Prince | | 15,000 | | | | | | Haiti | 1 (0) | Trinidad & Tobago | 1 (1) |
| Dieuphene Thelamour (82) | Dwight Yorke (24) |
| Winner on Aggregate | Trinidad & Tobago | 4 - 2 |
Caribbean Zone Pool 3 Interzone Play-Off
| Match Date | | Stadium/Venue | | Attendance | 03-Jun-2000 | | Estadio Francisco Morazan, San Pedro Sula | | 21,000 | Milton Nunez (31) Francisci Pavon (40) Carlos Pavon (76) Samuel Caballero (88) | |
| Red Card | Geteau Ferdinand 43 (Haiti) |
| Match Date | | Stadium/Venue | | Attendance | | 17-Jun-2000 | | Sade Sylvio Cator, Port-au-Prince | | 4,000 | Golman Pierre (51) | Samuel Caballero (7) Milton Nunez (50) Julio Cesar de Leon (87) |
| Winner on Aggregate | Honduras | 7 - 1 |
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