4. Round | 11/06/1999 | MetroStars | - | Colorado Rapids | 0:1 | ||||
4. Round | 25/06/1999 | Columbus Crew | - | MetroStars | 2:1 | ||||
4. Round | 29/06/1999 | MetroStars | - | Tampa Bay Mutiny | n.P. | ||||
5. Round | 03/07/1999 | New England Revolution | - | MetroStars | 3:2 | ||||
5. Round | 09/07/1999 | Chicago Fire | - | MetroStars | 2:0 | ||||
6. Round | 24/08/1999 | MetroStars | - | New England Revolution | n.P. | ||||
6. Round | 27/08/1999 | San Jose Clash | - | MetroStars | n.P. | ||||
7. Round | 04/09/1999 | MetroStars | - | Chicago Fire | 1:2 | ||||
8. Round | 01/10/1999 | New England Revolution | - | MetroStars | 2:1 |