| 5. Round | 09/08/2003 | Kansas City Wizards | - | San Jose Earthquakes | 0:1 | ||||
| 5. Round | 16/08/2003 | New England Revolution | - | San Jose Earthquakes | 1:1 aet | ||||
| 5. Round | 24/08/2003 | San Jose Earthquakes | - | D.C. United | 1:0 | ||||
| 5. Round | 31/08/2003 | San Jose Earthquakes | - | Colorado Rapids | 1:2 | ||||
| 6. Round | 07/09/2003 | San Jose Earthquakes | - | New England Revolution | 2:1 |  |
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| 6. Round | 14/09/2003 | D.C. United | - | San Jose Earthquakes | 2:1 | ||||
| 6. Round | 21/09/2003 | Kansas City Wizards | - | San Jose Earthquakes | 1:4 | ||||
| 6. Round | 28/09/2003 | San Jose Earthquakes | - | Dallas Burn | 5:2 | |
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| 7. Round | 05/10/2003 | San Jose Earthquakes | - | MetroStars | 0:2 | ||||
| 7. Round | 19/10/2003 | Los Angeles Galaxy | - | San Jose Earthquakes | 3:0 | ||||
| 7. Round | 26/10/2003 | San Jose Earthquakes | - | Los Angeles Galaxy | 1:1 aet |
Canada