| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 1998 | d. Colorado Rapids 2 games to 0 |
d. Los Angeles Galaxy 2 games to 0 |
d. D.C. United 2-0 |
MLS Cup 1998 |
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| 1999 | l. Dallas Burn 1 game to 2 |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2000 | d. New England Revolution 6-3 on points |
d. MetroStars 6-3 on points |
l. Kansas City Wizards 0-1 |
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| 2001 | d. Dallas Burn 7-1 on points |
l. Los Angeles Galaxy 1-7 on points |
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| 2002 | l. New England Revolution 3-6 on points |
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| 2003 | d. D.C. United 4-0 on aggregate |
d. New England Revolution 1-0, asdet |
l. San Jose Earthquakes 2-4 |
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| 2004 | |
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| 2005 | d. D.C. United 4-0 on aggregate |
l. New England Revolution 0-1 |
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| 2006 | l. New England Revolution 2-2 on aggregate, aet (2-4 pens) |
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| 2007 | d. D.C. United 3-2 on aggregate |
l. New England Revolution 0-1 |
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| 2008 | d. New England Revolution 3-0 on aggregate |
l. Columbus Crew 1-2 |
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| 2009 | d. New England Revolution 3-2 on aggregate |
l. Real Salt Lake 0-0, aet (4-5 pens) |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2010 | |
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| 2011 | |
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| 2012 | l. Houston Dynamo 1-2 |
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| 2013 | |
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| 2014 | |
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| 2015 | |
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| 2016 | |
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| 2017 | l. New York Red Bulls 0-4 |
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| 2019 | |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
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| 2020 | |
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| 2021 | |
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| 2023 | |