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| H | New England Revolution | - | Chicago Fire | 0:0 (0:0) | ||
| R | Chicago Fire | - | New England Revolution | 3:0 (1:0) | ||
| H: 31.10.2008 00:30 | R: 07.11.2008 02:30 | Sieger: Chicago Fire | ||||
| H | New York RB | - | Houston Dynamo | 1:1 (0:0) | ||
| R | Houston Dynamo | - | New York RB | 0:3 (0:2) | ||
| H: 01.11.2008 21:00 | R: 09.11.2008 21:00 | Sieger: New York RB | ||||
| H | Real Salt Lake | - | CD Chivas | 1:0 (0:0) | ||
| R | CD Chivas | - | Real Salt Lake | 2:2 (1:1) | ||
| H: 01.11.2008 23:00 | R: 09.11.2008 04:30 | Sieger: Real Salt Lake | ||||
| H | Kansas City Wizards | - | Columbus Crew | 1:1 (0:0) | ||
| R | Columbus Crew | - | Kansas City Wizards | 2:0 (1:0) | ||
| H: 02.11.2008 01:00 | R: 09.11.2008 01:30 | Sieger: Columbus Crew | ||||
