Round 22
|
| Monday, 1 September 2008 |
| Houston Dynamo - Chicago Fire |
Round 23
|
| Friday, 5 September 2008 |
| FC Dallas - Colorado Rapids |
| Saturday, 6 September 2008 |
| Toronto FC - Chivas USA |
| Sunday, 7 September 2008 |
| Houston Dynamo - K.C. Wizards |
| Columbus Crew - N.E. Revolution |
| L.A. Galaxy - Real Salt Lake |
| Chicago Fire - New York |
| San Jose - D.C. United |
Round 24
|
| Friday, 12 September 2008 |
| N.E. Revolution - Chivas USA |
| Saturday, 13 September 2008 |
| Toronto FC - Columbus Crew |
| San Jose - Houston Dynamo |
| Sunday, 14 September 2008 |
| D.C. United - FC Dallas |
| Colorado Rapids - Chicago Fire |
| New York - Real Salt Lake |
| K.C. Wizards - L.A. Galaxy |
Round 25
|
| Friday, 19 September 2008 |
| Columbus Crew - New York |
| Sunday, 21 September 2008 |
| Houston Dynamo - San Jose |
| Colorado Rapids - N.E. Revolution |
| K.C. Wizards - Toronto FC |
| L.A. Galaxy - D.C. United |
| Chicago Fire - FC Dallas |
| Real Salt Lake - Chivas USA |
Round 26
|
| Friday, 26 September 2008 |
| Chicago Fire - L.A. Galaxy |
| Saturday, 27 September 2008 |
| Toronto FC - Houston Dynamo |
| Sunday, 28 September 2008 |
| FC Dallas - D.C. United |
| New York - Colorado Rapids |
| N.E. Revolution - Columbus Crew |
| Chivas USA - K.C. Wizards |
| San Jose - Real Salt Lake |
Major League 2008