QUARTERFINALS - (Tue., July 8, 2008) |
| Crystal Palace Baltimore (USL-2) at New England Revolution (MLS) |
NE 1-1 (5-3) BAL |
| Chicago Fire (MLS) at D.C. United (MLS) |
DC 2-1 CHI |
| Charleston Battery (USL-1) at FC Dallas (MLS) |
CHA 3-1 FCD |
| Kansas City Wizards (MLS) at Seattle Sounders (USL-1) |
SEA 0-0 (6-5) KC |
SEMIFINALS - (Tue., August 12, 2008) |
| New England Revolution (MLS) at D.C. United (MLS) |
DC 3-1 NE |
| Seattle Sounders (USL-1) at Charleston Battery (USL-1) |
CHA 1-1 (4-3) SEA |
FINAL - (Wed., September 3, 2008) |
| Charleston Battery (USL-1) vs. D.C. United (MLS) |
DC 2-1 CHA |  Highlights |
