| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 1996 | l. Tampa Bay Mutiny 1 game to 2 |
||||
| 1997 | d. Tampa Bay Mutiny 2 games to 0 |
l. D.C. United 0 games to 2 |
|||
| 1998 | d. MetroStars 2 games to 0 |
l. D.C. United 1 game to 2 |
|||
| 1999 | d. Tampa Bay Mutiny 2 games to 0 |
l. D.C. United 1 game to 2 |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2000 | |||||
| 2001 | l. San Jose Earthquakes 0-6 on points |
||||
| 2002 | d. San Jose Earthquakes 6-0 on points |
l. New England Revolution 2-5 on points |
|||
| 2003 | |||||
| 2004 | l. New England Revolution 1-2 on aggregate |
||||
| 2005 | |
||||
| 2006 | |||||
| 2007 | |||||
| 2008 | d. Kansas City Wizards 3-1 on aggregate |
d. Chicago Fire 2-1 |
d. New York Red Bulls 3-1 |
MLS Cup 2008 |
|
| 2009 | l. Real Salt Lake 2-4 on aggregate |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2010 | l. Colorado Rapids 2-2 on aggregate, aet (4-5 pens) |
||||
| 2011 | l. Colorado Rapids 0-1 |
||||
| 2012 | |||||
| 2013 | |||||
| 2014 | free passage | l. New England Revolution 3-7 on aggregate |
|||
| 2015 | free passage | d. Montreal Impact 4-3 on aggregate, aet |
d. New York Red Bulls 2-1 on aggregate |
l. Portland Timbers 1-2 |
|
| 2016 | |
||||
| 2017 | d. Atlanta United FC 0-0, aet (3-1 pens) |
d. New York City FC 4-3 on aggregate |
l. Toronto FC 0-1 on aggregate |
||
| 2018 | d. D.C. United 2-2, aet (3-2 pens) |
l. New York Red Bulls 1-3 on aggregate |
|||
| 2019 | |
| 1/8 FINALS | 1/4 FINALS | 1/2 FINALS | FINAL | TROPHY | |
|---|---|---|---|---|---|
| 2020 | d. New York Red Bulls 3-2 |
d. Nashville SC 2-0, aet |
d. New England Revolution 1-0 |
d. Seattle Sounders FC 3-0 |
MLS Cup 2020 |
| 2022 | |
||||
| 2022 | |
||||
| 2023 | d. Atlanta United FC 2 games to 1 |
d. Olrando City SC 2-0, aet |
d. FC Cincinnati 3-2, aet |
d. Los Angeles Football Club 2-1 |
MLS Cup 2023 |