5. Round | 23/07/1999 | Columbus Crew | - | Dallas Burn | 4:1 | ||||
6. Round | 31/07/1999 | Columbus Crew | - | Miami Fusion | 4:0 | ||||
6. Round | 07/08/1999 | Columbus Crew | - | Kansas City Wizards | 2:1 | ||||
6. Round | 13/08/1999 | D.C. United | - | Columbus Crew | 2:1 | ||||
6. Round | 17/08/1999 | MetroStars | - | Columbus Crew | 2:4 | ||||
7. Round | 17/09/1999 | New England Revolution | - | Columbus Crew | n.P. | ||||
7. Round | 22/09/1999 | Chicago Fire | - | Columbus Crew | 1:2 | ||||
7. Round | 25/09/1999 | Columbus Crew | - | Miami Fusion | 2:1 |