| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 1996 | l. D.C. United 1 game to 2 |
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| 1997 | |||||
| 1998 | l. Columbus Crew 0 games to 2 |
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| 1999 |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2000 | d. Dallas Burn 6-0 on points |
l. Chicago Fire 3-6 on points |
|||
| 2001 | l. Los Angeles Galaxy series golden goal |
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| 2002 | |||||
| 2003 | l. New England Revolution 1-3 on aggregate |
||||
| 2004 | l. D.C. United 0-4 on aggregate |
||||
| 2005 | l. New England Revolution 2-3 on aggregate |
||||
| 2006 | l. D.C. United 1-2 on aggregate |
||||
| 2007 | l. New England Revolution 0-1 on aggregate |
||||
| 2008 | d. Houston Dynamo 4-1 on aggregate |
d. Real Salt Lake 1-0 |
l. Columbus Crew 1-3 |
||
| 2009 |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2010 | l. San Jose Earthquakes 2-3 on aggregate |
||||
| 2011 | d. FC Dallas 2-0 |
l. Los Angeles Galaxy 1-3 on aggregate |
|||
| 2012 | free passage | l. D.C. United 1-2 on aggregate |
|||
| 2013 | free passage | l. Houston Dynamo 3-4 on aggregate, aet |
|||
| 2014 | d. Sporting Kansas City 2-1 |
d. D.C. United 3-2 on aggregate |
l. New England Revolution 3-4 on aggregate |
||
| 2015 | free passage | d. D.C. United 2-0 on aggregate |
l. Columbus Crew SC 1-2 on aggregate |
||
| 2016 | free passage | l. Montreal Impact 1-3 on aggregate |
|
||
| 2017 | d. Chicago Fire 4-0 |
l. Toronto FC 2-2 on aggregate (1-2 away) |
|||
| 2018 | free passage | d. Columbus Crew SC 3-1 on aggregate |
l. Atlanta United FC 1-3 on aggregate |
||
| 2019 | l. Philadelphia Union 3-4, aet |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2020 | l. Columbus Crew SC 2-3 |
||||
| 2021 | l. Philadelphia Union 0-1, aet |
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| 2022 | l. FC Cincinnati 1-2 |
|
|||
| 2023 | l. FC Cincinnati 0 games to 2 |