| First Round | Away Team | Result | Home Team |
| June 27 | California Jaguars (USISL Select) | 2:3 | San Jose Oaks (USASA) |
| June 30 | McCormick Kickers (USASA) | 0:6 | Ft. Myers/Naples Manatees (Prem) |
| July 3 | Mo’s Sport Shop (USASA) | 0:5 | Carolina Dynamo (USISL Select) |
| July 4 | RWB Adria (USASA) | 0:3 | El Paso Patriots (USISL Select) |
| Second Round | Away Team | Result | Home Team |
| July 30 | Carolina Dynamo (USISL Select) | 1:0 | New York Fever (A-League) |
| July 30 | Seattle Sounders (A-League) | 1:0 | San Jose Oaks (USASA) |
| July 31 | Ft. Myers/Naples Manatees (Prem) | 0:2 | Rochester Raging Rhinos (A-League) |
| August 4 | El Paso Patriots (USISL Select) | 1:5 | Colorado Foxes (A-League) |
| Note: Colorado Foxes withdrew from tournament and were replaced by Colorado Rapids | |||
| Quarterfinals | Away Team | Result | Home Team |
| September 4 | Carolina Dynamo (USISL Select) | 0:2 | DC United (MLS) |
| September 7 | Tampa Bay Mutiny (MLS) | 3:4 (ASDET) | Rochester Raging Rhinos (A-League) |
| September 15 | Colorado Rapids (MLS) | 3:2 | Kansas City Wizards (MLS) |
| September 16 | Seattle Sounders (A-League) | 2:3 | Dallas Burn (MLS) |
| Note: Los Angeles Galaxy withdrew, citing fixture congestion – replaced by DC United | |||
| Semifinals | Away Team | Result | Home Team |
| October 12 | Colorado Rapids (MLS) | 0:3 | Rochester Raging Rhinos (A-League) |
| October 27 | DC United (MLS) | 2:0 | Dallas Burn (MLS) |
| Final (RFK Stadium – Washington DC) | |||
| October 30 | Rochester Raging Rhinos (A-League) | 0:3 | DC United (MLS) |
| ———————- | |||
| Division 1 | Major League Soccer (MLS) | ASDET | After Sudden Death Extra Time |
| Division 2 | A-League | PKs | Penalty Kicks |
| Division 3 | USISL Select League (USISL Select) | ||
| Division 4 | USISL Premier League (Prem) | ||
| US Amateur Soccer Assoc. (USASA) | |||