Chicago Fire SC 
| 2008-03-29 | MLS | Real Salt Lake | (A) | 1 | - 1 | D | |
| 2008-04-03 | MLS | New England Revolution | (H) | 4 | - 0 | W | |
| 2008-04-12 | MLS | San Jose Earthquakes | (A) | 1 | - 0 | W | |
| 2008-04-20 | MLS | Sporting Kansas City | (H) | 0 | - 1 | L | |
| 2008-04-26 | MLS | Colorado Rapids | (H) | 2 | - 1 | W | |
| 2008-05-03 | MLS | New England Revolution | (A) | 3 | - 0 | W | |
| 2008-05-08 | MLS | D.C. United | (A) | 2 | - 0 | W | |
| 2008-05-17 | MLS | Houston Dynamo | (H) | 1 | - 2 | L | |
| 2008-05-25 | MLS | New York Red Bulls | (A) | 5 | - 1 | W | |
| 2008-06-07 | MLS | D.C. United | (H) | 1 | - 2 | L | |
| 2008-06-15 | MLS | FC Dallas | (A) | 0 | - 1 | L | |
| 2008-06-19 | MLS | CD Chivas USA | (A) | 0 | - 2 | L | |
| 2008-06-28 | MLS | San Jose Earthquakes | (H) | 0 | - 0 | D | |
| 2008-07-05 | MLS | Columbus Crew | (A) | 2 | - 2 | D | |
| 2008-07-12 | MLS | Toronto FC | (H) | 2 | - 1 | W | |
| 2008-07-19 | MLS | Real Salt Lake | (H) | 0 | - 0 | D | |
| 2008-07-27 | MLS | Sporting Kansas City | (A) | 0 | - 0 | D | |
| 2008-08-02 | MLS | CD Chivas USA | (H) | 1 | - 0 | W | |
| 2008-08-09 | MLS | New England Revolution | (A) | 2 | - 1 | W | |
| 2008-08-16 | MLS | D.C. United | (H) | 0 | - 1 | L | |
| 2008-08-21 | MLS | Los Angeles Galaxy | (A) | 1 | - 0 | W | |
| 2008-08-31 | MLS | Houston Dynamo | (A) | 1 | - 2 | L | |
| 2008-09-06 | MLS | New York Red Bulls | (H) | 1 | - 0 | W | |
| 2008-09-14 | MLS | Colorado Rapids | (A) | 0 | - 2 | L | |
| 2008-09-21 | MLS | FC Dallas | (H) | 1 | - 4 | L | |
| 2008-09-25 | MLS | Los Angeles Galaxy | (H) | 3 | - 1 | W | |
| 2008-10-05 | MLS | Sporting Kansas City | (A) | 1 | - 1 | D | |
| 2008-10-12 | MLS | Columbus Crew | (H) | 2 | - 2 | D | |
| 2008-10-18 | MLS | Toronto FC | (A) | 2 | - 3 | L | |
| 2008-10-23 | MLS | New York Red Bulls | (H) | 5 | - 2 | W |