| Qualifying Rd | Away Team | Result | Home Team | ||
| June 8 | Salinas Valley Samba (USASA) | 1:1 (4:2 PKs) | Cascade Surge (PDL) | ||
| June 8 | Dallas Roma FC (USASA) | 7:2 | Cocoa Expos (PDL) | ||
| First Round | Away Team | Result | Home Team | ||
| June 15 | Baltimore Colts FC (USASA) | 0:3 | Richmond Kickers Future (PDL) | ||
| June 15 | Azzurri (USASA) | 2:5 | Dallas Roma FC (USASA) | ||
| June 15 | Ocean City Barons (PDL) | 3:0 | NY Greek American Atlas (USASA) | ||
| June 15 | Pittsburgh Riverhounds (USL-2) | 1:1 (2:4 PKs) | Des Moines Menace (PDL) | ||
| June 15 | AAC Eagles (USASA) | 1:4 | Chicago Fire Premier (PDL) | ||
| June 15 | Orange County Blue Star (PDL) | 1:3 | El Paso Patriots (PDL) | ||
| June 15 | Salinas Valley Samba (USASA) | 2:2 (6:5 PKs) | Sonoma County Sol (USASA) | ||
| June 15 | Cincinnati Kings (USL-2) | 2:4 | Reggae Boyz FC (USASA) | ||
| Second Round | Away Team | Result | Home Team | ||
| June 29 | Salinas Valley Samba (USASA) | 1:3 | Seattle Sounders (USL-1) | ||
| June 29 | Chicago Fire Premier (PDL) | 1:2 | Minnesota Thunder (USL-1) | ||
| June 29 | Reggae Boyz FC (USASA) | 0:5 | Western Mass Pioneers (USL-2) | ||
| June 29 | Richmond Kickers Future (PDL) | 0:3 | Virginia Beach Mariners (USL-1) | ||
| June 29 | Dallas Roma FC (USASA) | 0:5 | Wilmington Hammerheads (USL-2) | ||
| June 29 | Long Island Rough Riders (USL-2) | 0:4 | Ocean City Barons (PDL) | ||
| June 29 | Charlotte Eagles (USL-2) | 4:1 | El Paso Patriots (PDL) | ||
| June 29 | Charleston Battery (USL-1) | 2:3 | Des Moines Menace (PDL) | ||
| Third Round | Away Team | Result | Home Team | ||
| July 12 | Seattle Sounders (USL-1) | 0:2 | Portland Timbers (USL-1) | ||
| July 13 | Real Salt Lake (MLS) | 4:6 (AET) | Minnesota Thunder (USL-1) | ||
| July 13 | Chicago Fire (MLS) | 3:1 | Western Mass Pioneers (USL-2) | ||
| July 13 | Virginia Beach Mariners (USL-1) | 1:2 | Rochester Raging Rhinos (USL-1) | ||
| July 13 | Wilmington Hammerheads (USL-2) | 1:3 (AET) | FC Dallas (MLS) | ||
| July 13 | Chivas USA (MLS) | 3:2 (AET) | Charlotte Eagles (USL-2) | ||
| July 13 | Des Moines Menace (PDL) | 5:1 | Atlanta Silverbacks (USL-1) | ||
| July 19 | Ocean City Barons (PDL) | 4:8 | Richmond Kickers (USL-1) | ||
| Fourth Round | Away Team | Result | Home Team | ||
| August 3 | San Jose Earthquakes (MLS) | 2:0 | Portland Timbers (USL-1) | ||
| August 3 | Chivas USA (MLS) | 2:5 | Los Angeles Galaxy (MLS) | ||
| August 3 | Metrostars (MLS) | 1:3 | Rochester Raging Rhinos (USL-1) | ||
| August 3 | Des Moines Menace (PDL) | 1:6 | Kansas City Wizards (MLS) | ||
| August 3 | Colorado Rapids (MLS) | 1:4 | Minnesota Thunder (USL-1) | ||
| August 3 | DC United (MLS) | 3:1 | Richmond Kickers (USL-1) | ||
| August 3 | FC Dallas (MLS) | 3:1 (AET) | Columbus Crew (MLS) | ||
| August 3 | Chicago Fire (MLS) | 3:2 (AET) | New England Revolution (MLS) | ||
| Quarterfinals | Away Team | Result | Home Team | ||
| August 24 | Chicago Fire (MLS) | 1:1 (5:4 PKs) | Rochester Raging Rhinos (USL-1) | ||
| August 24 | FC Dallas (MLS) | 1:1 (4:1 PKs) | DC United (MLS) | ||
| August 24 | Minnesota Thunder (USL-1) | 3:1 | Kansas City Wizards (MLS) | ||
| August 24 | Los Angeles Galaxy (MLS) | 2:1 | San Jose Earthquakes (MLS) | ||
| Semifinals | Away Team | Result | Home Team | ||
| September 14 | Chicago Fire (MLS) | 0:1 | FC Dallas (MLS) | ||
| September 14 | Minnesota Thunder (USL-1) | 2:5 | Los Angeles Galaxy (MLS) | ||
| Final (Home Depot Center – Carson, Calif.) | |||||
| September 28 | FC Dallas (MLS) | 0:1 | Los Angeles Galaxy (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) | |||||