| First Round | Away Team | Result | Home Team | ||
| June 9 | South Jersey Barons (D3 Pro) | 4:0 | Vereinigung Erzgebirge (USASA) | ||
| June 9 | Real Madrid (TX) (USASA) | 1:3 | Greenville Lions (D3 Pro) | ||
| June 11 | Carolina Dynamo (D3 Pro) | 2:5 | Raleigh CASL Elite (PDL) | ||
| June 11 | New Jersey Stallions (D3 Pro) | 1:3 | Des Moines Menace (PDL) | ||
| June 11 | Mexico SC (USASA) | 0:2 (Forfeit) | San Diego Gauchos (D3 Pro) | ||
| June 12 | AAC Eagles (USASA) | 0:1 (ASDET) | New York Freedom (D3 Pro) | ||
| June 12 | Memphis Express (PDL) | 2:0 | Texas Spurs (PDL) | ||
| June 12 | Utah Blitzz (D3 Pro) | 2:0 | Chico Rooks (PDL) | ||
| Second Round | Away Team | Result | Home Team | ||
| June 25 | Seattle Sounders (A-League) | 2:1 | Utah Blitzz (D3 Pro) | ||
| June 26 | Richmond Kickers (A-League) | 3:0 | Raleigh CASL Elite (PDL) | ||
| June 26 | Hampton Roads Mariners (A-Lg.) | 1:0 | South Jersey Barons (D3 Pro) | ||
| June 26 | New York Freedoms (D3 Pro) | 0:4 | Milwaukee Rampage (A-League) | ||
| June 26 | Des Moines Menace (PDL) | 2:3 (ASDET) | Rochester Raging Rhinos (A-League) | ||
| June 26 | Memphis Express (PDL) | 0:2 | Atlanta Silverbacks (A-League) | ||
| June 26 | Charleston Battery (A-League) | 3:0 | Greenville Lions (D3 Pro) | ||
| June 26 | San Diego Gauchos (D3 Pro) | 1:6 | Minnesota Thunder (A-League) | ||
| Third Round | Away Team | Result | Home Team | ||
| July 16 | Metrostars (MLS) | 1:0 | Hampton Roads Mariners (A-Lg.) | ||
| July 17 | Richmond Kickers (A-League) | 0:3 | Columbus Crew (MLS) | ||
| July 17 | Chicago Fire (MLS) | 0:1 | Milwaukee Rampage (A-League) | ||
| July 17 | Kansas City Wizards (MLS) | 3:2 (ASDET) | Rochester Raging Rhinos (A-League) | ||
| July 17 | Dallas Burn (MLS) | 2:1 (ASDET) | Atlanta Silverbacks (A-League) | ||
| July 17 | Colorado Rapids (MLS) | 1:0 (ASDET) | Charleston Battery (A-League) | ||
| July 17 | Los Angeles Galaxy (MLS) | 4:0 | Minnesota Thunder (A-League) | ||
| July 17 | San Jose Earthquakes (MLS) | 4:3 (ASDET) | Seattle Sounders (A-League) | ||
| Quarterfinals | Away Team | Result | Home Team | ||
| August 7 | Columbus Crew (MLS) | 2:1 | Metrostars (MLS) | ||
| August 7 | Colorado Rapids (MLS) | 0:1 (ASDET) | Dallas Burn (MLS) | ||
| August 7 | Los Angeles Galaxy (MLS) | 1:0 (ASDET) | San Jose Earthquakes (MLS) | ||
| August 24 | Kansas City Wizards (MLS) | 2:0 | Milwaukee Rampage (A-League) | ||
| Semifinals | Away Team | Result | Home Team | ||
| September 3 | Dallas Burn (MLS) | 1:4 | Los Angeles Galaxy (MLS) | ||
| September 10 | Kansas City Wizards (MLS) | 2:3 (ASDET) | Columbus Crew (MLS) | ||
| Final (Columbus Crew Stadium – Columbus, Ohio) | |||||
| October 24 | Los Angeles Galaxy (MLS) | 0:1 | Columbus Crew (MLS) | ||
| ———————- | |||||
| Division 1 | Major League Soccer (MLS) | ASDET | After Sudden Death Extra Time | ||
| Division 2 | A-League | PKs | Penalty Kicks | ||
| Division 3 | D3 Pro League (D3 Pro) | ||||
| Division 4 | Premier Development League (PDL) | ||||
| US Amateur Soccer Assoc. (USASA) | |||||