| First Round | Away Team | Result | Home Team | ||
| June 12 | Aegean Hawks FC (USASA) | 0:4 | Harrisburg City Islanders (USL-2) | ||
| June 12 | Crystal Palace Baltimore (USL-2) | 0:1 | Ocean City Barons (PDL) | ||
| June 12 | Long Island Rough Riders (PDL) | 0:1 | Rochester Raging Rhinos (USL-1) | ||
| June 12 | Western Mass Pioneers (USL-2) | 3:2 (AET) | Danbury United (USASA) | ||
| June 12 | Michigan Bucks (PDL) | 2:4 | Richmond Kickers (USL-2) | ||
| June 12 | Cleveland City Stars (USL-2) | 4:0 | St. Louis Lions (PDL) | ||
| June 12 | RWB Adria (USASA) | 1:4 | Carolina RailHawks (USL-1) | ||
| June 12 | Cincinnati Kings (USL-2) | 0:1 | Bavarian SC (USASA) | ||
| June 12 | Azzurri (USASA) | 0:10 | Atlanta Silverbacks (USL-1) | ||
| June 12 | Central Florida Kraze (PDL) | 0:3 | Charleston Battery (USL-1) | ||
| June 12 | Miami FC (USL-1) | 2:2 (3:4 PKs) | El Paso Patriots (PDL) | ||
| June 12 | El Paso Indios USA (USASA) | 2:3 | Minnesota Thunder (USL-1) | ||
| June 12 | California Victory (USL-1) | 2:1 | BYU Cougars (PDL) | ||
| June 12 | Banat Arsenal (USASA) | 1:4 | Seattle Sounders (USL-1) | ||
| June 12 | Portland Timbers (USL-1) | 2:0 | Bakersfield Brigade (PDL) | ||
| June 13 | Lynch’s Irish Pub (USASA) | 0:2 | Charlotte Eagles (USL-2) | ||
| Second Round | Away Team | Result | Home Team | ||
| June 26 | Harrisburg City Islanders (USL-2) | 2:1 | Ocean City Barons (PDL) | ||
| June 26 | Western Mass Pioneers (USL-2) | 1:2 (AET) | Rochester Raging Rhinos (USL-1) | ||
| June 26 | Cleveland City Stars (USL-2) | 1:2 | Richmond Kickers (USL-2) | ||
| June 26 | Bavarian SC (USASA) | 0:4 | Carolina RailHawks (USL-1) | ||
| June 26 | Charlotte Eagles (USL-2) | 0:1 | Atlanta Silverbacks (USL-1) | ||
| June 26 | El Paso Patriots (PDL) | 0:1 | Charleston Battery (USL-1) | ||
| June 26 | California Victory (USL-1) | 1:0 (AET) | Minnesota Thunder (USL-1) | ||
| June 26 | Portland Timbers (USL-1) | 1:2 | Seattle Sounders (USL-1) | ||
| Third Round | Away Team | Result | Home Team | ||
| July 9 | Atlanta Silverbacks (USL-1) | 1:1 (3:4 PKs) | FC Dallas (MLS) | ||
| July 10 | New England Revolution (MLS) | 4:2 | Rochester Raging Rhinos (USL-1) | ||
| July 10 | Los Angeles Galaxy (MLS) | 0:1 | Richmond Kickers (USL-2) | ||
| July 10 | Houston Dynamo (MLS) | 0:1 (AET) | Charleston Battery (USL-1) | ||
| July 10 | California Victory (USL-1) | 1:3 | Colorado Rapids (MLS) | ||
| July 11 | DC United (MLS) | 0:1 | Harrisburg City Islanders (USL-2) | ||
| July 15 | Chicago Fire (MLS) | 0:1 | Carolina RailHawks (USL-1) | ||
| July 18 | Chivas USA (MLS) | 1:3 | Seattle Sounders (USL-1) | ||
| Quarterfinals | Away Team | Result | Home Team | ||
| August 7 | Richmond Kickers (USL-2) | 0:1 | Carolina RailHawks (USL-1) | ||
| August 7 | FC Dallas (MLS) | 2:1 (AET) | Charleston Battery (USL-1) | ||
| August 7 | Colorado Rapids (MLS) | 0:5 | Seattle Sounders (USL-1) | ||
| August 8 | Harrisburg City Islanders (USL-2) | 1:2 | New England Revolution (MLS) | ||
| Semifinals | Away Team | Result | Home Team | ||
| September 4 | Carolina RailHawks (USL-1) | 1:2 (AET) | New England Revolution (MLS) | ||
| September 4 | FC Dallas (MLS) | 2:1 (AET) | Seattle Sounders (USL-1) | ||
| Final (Pizza Hut Park – Frisco, Tx.) | |||||
| October 3 | New England Revolution (MLS) | 3:2 | FC Dallas (MLS) | ||
| Division 1 | Major League Soccer (MLS) | AET | After Extra Time | ||
| Division 2 | USL First Division (USL-1) | PKs | Penalty Kicks | ||
| Division 3 | USL Second Division (USL-2) | ||||
| Division 4 | Premier Development League (PDL) | ||||
| US Adult Soccer Assoc. (USASA) | |||||