The early rounds were most notable for the surprising run of amateur side Dallas Roma F.C. of the North Texas Premier Soccer Association. Roma barely survived the first round in a penalty shootout win over PDL side Laredo Heat before upsetting Miami FC of the USL First Division 1-0 in the second round. Roma's biggest upset came in the third round with another shootout win, this time over MLS side CD Chivas USA.
The latter rounds of the tournament were dominated by MLS teams and both semifinals were games between conference rivals. The Los Angeles Galaxy, who had ended Roma's Cinderella run, beat Houston Dynamo in one semifinal, while Chicago beat league leader D.C. United in the other semifinal. The championship game was played at the first-year Toyota Park and the hosting Chicago Fire scored two early goals en route to a 3-1 win and their fourth U.S. Open Cup title.
Note: All times Eastern Daylight Time unless noted.
| Position | Player | Club | Goals |
|---|---|---|---|
| 1 | Tomas Boltnar | Des Moines Menace | 4 |
| 1 | Andy Herron | Chicago Fire | 4 |
| 1 | Ben Hollinsworth | Charleston Battery | 4 |
| 1 | Randi Patterson | Carolina Dynamo | 4 |