| 5. Jornada | 04.07.1999 | San Jose Clash | - | D.C. United | n.P. | ||||
| 5. Jornada | 08.07.1999 | Tampa Bay Mutiny | - | San Jose Clash | 2:1 | ||||
| 5. Jornada | 23.07.1999 | Chicago Fire | - | San Jose Clash | n.P. |  |
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| 5. Jornada | 31.07.1999 | Kansas City Wizards | - | San Jose Clash | n.P. | ||||
| 6. Jornada | 07.08.1999 | San Jose Clash | - | Los Angeles Galaxy | 1:4 | |
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| 6. Jornada | 12.08.1999 | New England Revolution | - | San Jose Clash | 1:2 | ||||
| 6. Jornada | 28.08.1999 | San Jose Clash | - | MetroStars | n.P. | ||||
| 7. Jornada | 01.09.1999 | Los Angeles Galaxy | - | San Jose Clash | 3:1 | ||||
| 7. Jornada | 04.09.1999 | San Jose Clash | - | Kansas City Wizards | 2:0 | ||||
| 7. Jornada | 26.09.1999 | San Jose Clash | - | Chicago Fire | 2:0 |  |
Estados Unidos