| 5. Journée | 23.07.1999 | Chicago Fire | - | San Jose Clash | a.pen. | ||||
| 5. Journée | 31.07.1999 | Kansas City Wizards | - | San Jose Clash | a.pen. | ||||
| 6. Journée | 07.08.1999 | San Jose Clash | - | Los Angeles Galaxy | 1:4 | ||||
| 6. Journée | 12.08.1999 | New England Revolution | - | San Jose Clash | 1:2 | ||||
| 6. Journée | 21.08.1999 | San Jose Clash | - | New England Revolution | 2:1 |  |
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| 6. Journée | 28.08.1999 | San Jose Clash | - | MetroStars | a.pen. | ||||
| 7. Journée | 01.09.1999 | Los Angeles Galaxy | - | San Jose Clash | 3:1 | |
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| 7. Journée | 04.09.1999 | San Jose Clash | - | Kansas City Wizards | 2:0 | |
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| 7. Journée | 11.09.1999 | Dallas Burn | - | San Jose Clash | 1:0 | ||||
| 7. Journée | 19.09.1999 | San Jose Clash | - | Miami Fusion | 6:1 | ||||
| 7. Journée | 22.09.1999 | MetroStars | - | San Jose Clash | 1:2 | ||||
| 7. Journée | 26.09.1999 | San Jose Clash | - | Chicago Fire | 2:0 | ||||
| 8. Journée | 01.10.1999 | Colorado Rapids | - | San Jose Clash | a.pen. | ||||
| 8. Journée | 06.10.1999 | San Jose Clash | - | Kansas City Wizards | 1:0 |
Costa Rica