1. Round | 24/03/2000 | Columbus Crew | - | San Jose Earthquakes | 2:1 aet | ||||
2. Round | 31/03/2000 | Miami Fusion | - | San Jose Earthquakes | 0:0 aet | ||||
2. Round | 07/04/2000 | San Jose Earthquakes | - | MetroStars | 2:0 | ||||
2. Round | 14/04/2000 | Kansas City Wizards | - | San Jose Earthquakes | 2:0 | ||||
2. Round | 21/04/2000 | San Jose Earthquakes | - | Dallas Burn | 5:0 | ||||
2. Round | 28/04/2000 | San Jose Earthquakes | - | D.C. United | 2:2 aet | ||||
3. Round | 05/05/2000 | New England Revolution | - | San Jose Earthquakes | 2:1 | ||||
3. Round | 12/05/2000 | Chicago Fire | - | San Jose Earthquakes | 4:1 | ||||
3. Round | 16/05/2000 | San Jose Earthquakes | - | Los Angeles Galaxy | 0:0 aet | ||||
3. Round | 19/05/2000 | Kansas City Wizards | - | San Jose Earthquakes | 2:0 |