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| 1st(1st leg) | New England Revolution | - | Chicago Fire | 0:0 (0:0) | ||
| 2nd (2nd leg) | Chicago Fire | - | New England Revolution | 3:0 (1:0) | ||
| 1st(1st leg): 30/10/2008 23:30 | 2nd (2nd leg): 07/11/2008 01:30 | Winner: Chicago Fire | ||||
| 1st(1st leg) | New York RB | - | Houston Dynamo | 1:1 (0:0) | ||
| 2nd (2nd leg) | Houston Dynamo | - | New York RB | 0:3 (0:2) | ||
| 1st(1st leg): 01/11/2008 20:00 | 2nd (2nd leg): 09/11/2008 20:00 | Winner: New York RB | ||||
| 1st(1st leg) | Real Salt Lake | - | CD Chivas | 1:0 (0:0) | ||
| 2nd (2nd leg) | CD Chivas | - | Real Salt Lake | 2:2 (1:1) | ||
| 1st(1st leg): 01/11/2008 22:00 | 2nd (2nd leg): 09/11/2008 03:30 | Winner: Real Salt Lake | ||||
| 1st(1st leg) | Kansas City Wizards | - | Columbus Crew | 1:1 (0:0) | ||
| 2nd (2nd leg) | Columbus Crew | - | Kansas City Wizards | 2:0 (1:0) | ||
| 1st(1st leg): 02/11/2008 00:00 | 2nd (2nd leg): 09/11/2008 00:30 | Winner: Columbus Crew | ||||
