Major League Soccer 1999 |
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| Date | Round | Round | H/A | | | | Res. |
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| 28.03.1999 | Matchday 1 | Matchday 1 | A |  | New York RB | L | 0:10:0 |
| 03.04.1999 | Matchday 2 | Matchday 2 | A |  | Tampa Bay Mutin | W | 3:22:1 |
| 08.04.1999 | Matchday 2 | Matchday 2 | A |  | L.A. Galaxy | W | 2:1pso |
| 17.04.1999 | Matchday 2 | Matchday 2 | A |  | New Engl. | W | 1:0pso |
| 24.04.1999 | Matchday 2 | Matchday 2 | A |  | FC Dallas | L | 0:20:2 |
| 28.04.1999 | Matchday 2 | Matchday 2 | A |  | Kansas City | W | 1:00:0 |
| 09.05.1999 | Matchday 3 | Matchday 3 | A |  | Earthquakes | W | 2:11:1 |
| 15.05.1999 | Matchday 3 | Matchday 3 | H |  | New Engl. | W | 2:01:0 |
| 22.05.1999 | Matchday 3 | Matchday 3 | H |  | Tampa Bay Mutin | L | 0:1pso |
| 29.05.1999 | Matchday 3 | Matchday 3 | H |  | L.A. Galaxy | W | 2:1pso |
| 05.06.1999 | Matchday 4 | Matchday 4 | A |  | DC United | L | 0:10:0 |
| 13.06.1999 | Matchday 4 | Matchday 4 | H |  | DC United | L | 1:20:1 |
| 16.06.1999 | Matchday 4 | Matchday 4 | H |  | New Engl. | W | 2:1pso |
| 26.06.1999 | Matchday 4 | Matchday 4 | H |  | New York RB | W | 2:11:0 |
| 30.06.1999 | Matchday 4 | Matchday 4 | H |  | Earthquakes | W | 4:3pso |
| 04.07.1999 | Matchday 5 | Matchday 5 | A |  | Colorado Rapids | W | 3:01:0 |
| 07.07.1999 | Matchday 5 | Matchday 5 | H |  | DC United | L | 1:2pso |
| 10.07.1999 | Matchday 5 | Matchday 5 | A |  | Miami Fusion | L | 0:20:1 |
| 24.07.1999 | Matchday 5 | Matchday 5 | H |  | FC Dallas | W | 4:12:0 |
| 01.08.1999 | Matchday 6 | Matchday 6 | H |  | Miami Fusion | W | 4:02:0 |
| 08.08.1999 | Matchday 6 | Matchday 6 | H |  | Kansas City | W | 2:11:0 |
| 14.08.1999 | Matchday 6 | Matchday 6 | A |  | DC United | L | 1:20:1 |
| 18.08.1999 | Matchday 6 | Matchday 6 | A |  | New York RB | W | 4:21:1 |
| 22.08.1999 | Matchday 6 | Matchday 6 | H |  | Tampa Bay Mutin | L | 1:2pso |
| 27.08.1999 | Matchday 6 | Matchday 6 | A |  | Tampa Bay Mutin | L | 1:20:1 |
| 04.09.1999 | Matchday 7 | Matchday 7 | H |  | Colorado Rapids | W | 2:11:1 |
| 12.09.1999 | Matchday 7 | Matchday 7 | H |  | New York RB | L | 1:21:1 |
| 18.09.1999 | Matchday 7 | Matchday 7 | A |  | New Engl. | W | 1:0pso |
| 23.09.1999 | Matchday 7 | Matchday 7 | A |  | Chicago Fire | W | 2:12:1 |
| 26.09.1999 | Matchday 7 | Matchday 7 | H |  | Miami Fusion | W | 2:10:1 |
| 03.10.1999 | Matchday 8 | Matchday 8 | A |  | Miami Fusion | L | 1:40:3 |
| 10.10.1999 | Matchday 8 | Matchday 8 | H |  | Chicago Fire | L | 2:3pso |
Major League Soccer 1999 Playoffs |
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| Date | Round | Round | H/A | | | | Res. |
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| 17.10.1999 | Quarter-finals, 0. Match | Quarter-Finals, 0. Match | H |  | Tampa Bay Mutin | W | 2:00:0 |
| 22.10.1999 | Quarter-finals, 0. Match | Quarter-Finals, 0. Match | A |  | Tampa Bay Mutin | W | 2:01:0 |
| 31.10.1999 | Semi-finals, 0. Match | Semi-Final, 0. Match | A |  | DC United | L | 1:20:1 |
| 07.11.1999 | Semi-finals, 0. Match | Semi-Final, 0. Match | H |  | DC United | W | 5:12:1 |
| 13.11.1999 | Semi-finals, 0. Match | Semi-Final, 0. Match | A |  | DC United | L | 0:40:2 |