| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 1996 | |||||
| 1997 | l. D.C. United 0 games to 2 |
||||
| 1998 | |||||
| 1999 |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2000 | l. Chicago Fire 3-6 on points |
||||
| 2001 | |||||
| 2002 | d. Chicago Fire 6-3 on points |
d. Columbus Crew 5-2 on points |
l. Los Angeles Galaxy 0-1, asdet |
||
| 2003 | d. MetroStars 3-1 on aggregate |
l. Chicago Fire 0-1, asdet |
|||
| 2004 | d. Columbus Crew 2-1 on aggregate |
l. D.C. United 3-3, asdet (3-4 pens) |
|||
| 2005 | d. MetroStars 3-2 on aggregate |
d. Chicago Fire 1-0 |
l. Los Angeles Galaxy 0-1, aet |
||
| 2006 | d. Chicago Fire 2-2 on aggregate,aet (4-2 pens) |
d. D.C. United 1-0 |
l. Houston Dynamo 1-1, aet (3-4 pens) |
||
| 2007 | d. New York Red Bulls 1-0 on aggregate |
d. Chicago Fire 1-0 |
l. Houston Dynamo 1-2 |
||
| 2008 | l. Chicago Fire 0-3 on aggregate |
||||
| 2009 | l. Chicago Fire 2-3 on aggregate |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2010 | |||||
| 2011 | |||||
| 2012 | |||||
| 2013 | free passage | l. Sporting Kansas City 3-4 on aggregate, aet |
|||
| 2014 | free passage | d. Columbus Crew 7-3 on aggregate |
d. New York Red Bulls 4-3 on aggregate |
l. Los Angeles Galaxy 1-2, aet |
|
| 2015 | l. D.C. United 1-2 |
|
|||
| 2016 | |
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| 2017 | |
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| 2018 | |
||||
| 2019 | l. Atlanta United FC 0-1 |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2020 | d. Philadelphia Union 2-0 |
d. Orlando City SC 3-1 |
l. Columbus Crew SC 0-1 |
||
| 2021 | free passage | l. New York City FC 2-2, aet (3-5 pens) |
|||
| 2022 | |
||||
| 2023 | l. Philadelphia Union 0 games to 2 |