1. Round | 19/03/1999 | San Jose Clash | - | Chicago Fire | 1:3 | ||||
1. Round | 26/03/1999 | San Jose Clash | - | Colorado Rapids | n.P. | ||||
2. Round | 02/04/1999 | San Jose Clash | - | Los Angeles Galaxy | n.P. | ||||
2. Round | 09/04/1999 | Kansas City Wizards | - | San Jose Clash | n.P. | ||||
3. Round | 21/05/1999 | San Jose Clash | - | Dallas Burn | n.P. | ||||
3. Round | 26/05/1999 | Colorado Rapids | - | San Jose Clash | 4:2 | ||||
4. Round | 02/06/1999 | San Jose Clash | - | Colorado Rapids | 4:3 | ||||
4. Round | 18/06/1999 | Chicago Fire | - | San Jose Clash | 2:0 |