| 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 |
USA