New England Revs 0-3 Chicago Fire *
| 07.11.2008 | Chicago Fire | 3-0 | New England Revs | |
| 31.10.2008 | New England Revs | 0-0 | Chicago Fire | |
*New York Red Bulls 4-1 Houston Dynamo
| 09.11.2008 | Houston Dynamo | 0-3 | New York Red Bulls | |
| 01.11.2008 | New York Red Bulls | 1-1 | Houston Dynamo | |
Kansas City Wizards 1-3 Columbus Crew *
| 09.11.2008 | Columbus Crew | 2-0 | Kansas City Wizards | |
| 02.11.2008 | Kansas City Wizards | 1-1 | Columbus Crew | |
*Real Salt Lake 3-2 Chivas USA
| 09.11.2008 | Chivas USA | 2-2 | Real Salt Lake | |
| 01.11.2008 | Real Salt Lake | 1-0 | Chivas USA | |