1. Round | 19/03/1999 | Tampa Bay Mutiny | - | D.C. United | 2:5 | ||||
2. Round | 02/04/1999 | Tampa Bay Mutiny | - | Columbus Crew | 2:3 | ||||
2. Round | 10/04/1999 | Tampa Bay Mutiny | - | MetroStars | n.P. | ||||
2. Round | 17/04/1999 | Dallas Burn | - | Tampa Bay Mutiny | 2:1 | ||||
2. Round | 24/04/1999 | MetroStars | - | Tampa Bay Mutiny | 0:1 | ||||
3. Round | 30/04/1999 | Tampa Bay Mutiny | - | Miami Fusion | 2:1 | ||||
4. Round | 04/06/1999 | Tampa Bay Mutiny | - | Miami Fusion | 1:0 | ||||
4. Round | 11/06/1999 | San Jose Clash | - | Tampa Bay Mutiny | n.P. | ||||
4. Round | 18/06/1999 | Tampa Bay Mutiny | - | New England Revolution | 2:3 | ||||
4. Round | 29/06/1999 | MetroStars | - | Tampa Bay Mutiny | n.P. |