| 3. Round | 11/05/2008 | CD Chivas | - | New England Revolution | 1:2 |  |
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| 4. Round | 29/06/2008 | New England Revolution | - | Toronto FC | 2:1 | ||||
| 6. Round | 10/08/2008 | New England Revolution | - | Chicago Fire | 1:2 | |
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| 6. Round | 17/08/2008 | San Jose Earthquakes | - | New England Revolution | 4:0 | ||||
| 6. Round | 21/08/2008 | New England Revolution | - | D.C. United | 2:1 | |
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| 6. Round | 24/08/2008 | Toronto FC | - | New England Revolution | 1:1 | ||||
| 6. Round | 31/08/2008 | New England Revolution | - | Los Angeles Galaxy | 2:2 | |
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| 7. Round | 07/09/2008 | Columbus Crew | - | New England Revolution | 4:0 | ||||
| 7. Round | 12/09/2008 | New England Revolution | - | CD Chivas | 4:0 | |
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| 7. Round | 21/09/2008 | Colorado Rapids | - | New England Revolution | 1:1 | ||||
| 7. Round | 28/09/2008 | New England Revolution | - | Columbus Crew | 0:1 | ||||
| 8. Round | 05/10/2008 | New England Revolution | - | Real Salt Lake | 2:2 | |
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| 8. Round | 12/10/2008 | Kansas City Wizards | - | New England Revolution | 1:0 | ||||
| 8. Round | 17/10/2008 | D.C. United | - | New England Revolution | 2:1 | |
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| 8. Round | 26/10/2008 | New England Revolution | - | Kansas City Wizards | 1:3 |
USA