Round 25
|
| Wednesday, 15 October 2008 |
| Houston Dynamo - San Jose |
Round 29
|
| Thursday, 16 October 2008 |
| D.C. United - N.E. Revolution |
| Saturday, 18 October 2008 |
| Toronto FC - Chicago Fire |
| Houston Dynamo - L.A. Galaxy |
| New York - Columbus Crew |
| K.C. Wizards - San Jose |
| Real Salt Lake - FC Dallas |
| Sunday, 19 October 2008 |
| Chivas USA - Colorado Rapids |
Round 30
|
| Thursday, 23 October 2008 |
| Chicago Fire - New York |
| Saturday, 25 October 2008 |
| Colorado Rapids - Real Salt Lake |
| N.E. Revolution - K.C. Wizards |
| Chivas USA - Houston Dynamo |
| San Jose - Toronto FC |
| Sunday, 26 October 2008 |
| Columbus Crew - D.C. United |
| L.A. Galaxy - FC Dallas |
Major League 2008