Quarter-finals | 14/09/2000 | Chicago Fire | - | New England Revolution | 2:1 | ||||
Quarter-finals | 18/09/2000 | New England Revolution | - | Chicago Fire | 2:1 | ||||
Quarter-finals | 21/09/2000 | Chicago Fire | - | New England Revolution | 6:0 | ||||
Semi-finals | 25/09/2000 | Chicago Fire | - | MetroStars | 3:0 | ||||
Semi-finals | 29/09/2000 | MetroStars | - | Chicago Fire | 2:0 | ||||
Semi-finals | 05/10/2000 | Chicago Fire | - | MetroStars | 3:2 | ||||
Final | 14/10/2000 | Kansas City Wizards | - | Chicago Fire | 1:0 |