| 1. Round | 25/03/2000 | Miami Fusion | - | MetroStars | 3:1 | ||||
| 2. Round | 31/03/2000 | MetroStars | - | D.C. United | 3:2 |  |
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| 2. Round | 07/04/2000 | San Jose Earthquakes | - | MetroStars | 2:0 | ||||
| 2. Round | 18/04/2000 | MetroStars | - | Kansas City Wizards | 1:2 | ||||
| 2. Round | 21/04/2000 | D.C. United | - | MetroStars | 2:3 aet | ||||
| 2. Round | 28/04/2000 | MetroStars | - | Los Angeles Galaxy | 0:1 | ||||
| 3. Round | 12/05/2000 | Kansas City Wizards | - | MetroStars | 2:0 |
USA