| 4. Jornada | 05.06.1999 | New England Revolution | - | Chicago Fire | 2:0 | ||||
| 4. Jornada | 16.06.1999 | Columbus Crew | - | New England Revolution | n.P. | ||||
| 4. Jornada | 19.06.1999 | Tampa Bay Mutiny | - | New England Revolution | 2:3 |  |
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| 5. Jornada | 04.07.1999 | New England Revolution | - | MetroStars | 3:2 |  |
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| 5. Jornada | 25.07.1999 | New England Revolution | - | D.C. United | 0:2 | ||||
| 5. Jornada | 31.07.1999 | Tampa Bay Mutiny | - | New England Revolution | 4:1 |  |
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| 6. Jornada | 06.08.1999 | Colorado Rapids | - | New England Revolution | n.P. | ||||
| 6. Jornada | 12.08.1999 | New England Revolution | - | San Jose Clash | 1:2 | ||||
| 6. Jornada | 21.08.1999 | San Jose Clash | - | New England Revolution | 2:1 | ||||
| 7. Jornada | 04.09.1999 | New England Revolution | - | Tampa Bay Mutiny | 1:5 | ||||
| 7. Jornada | 07.09.1999 | New England Revolution | - | Kansas City Wizards | 3:2 | ||||
| 7. Jornada | 11.09.1999 | Miami Fusion | - | New England Revolution | n.P. | |
Estados Unidos