| MLS Cup Champions (3): | 2008, 2020, 2023 |
| MLS Cup Appearances (4): | 2008, 2015, 2020, 2023 |
| 1/2 Finals Appearances (9): | 1997, 1998, 1999, 2002, 2008, 2015, 2017, 2020, 2023 |
| 1/4 Finals Appearances (2011-) (6): | 2014, 2015, 2017, 2018, 2020, 2023 |
| Playoff Appearances (17): | 1996, 1997, 1998, 1999, 2001, 2002, 2004, 2008, 2009, 2010, 2011, 2014, 2015, 2017, 2018, 2020, 2023 |
| US Open Cup (1): | 2002 |
| Conference Championships (3): | none |
| Concacaf Championships (0): | none |
| Conference Championships (3): | 2004, 2008, 2009 |
| Most Valuable Player (1): | 2008 -- Guillermo Barros Schelotto |
| Goal of the Year (2): | 1998 -- Brian McBride |
| 2020 -- Darlington Nagbe | |
| Coach of the Year (2): | 2004 -- Greg Andrulis |
| 2008 -- Sigi Schmid | |
| Goalkeeper of the Year (2): | 1997 -- Brad Friedel |
| 2018 -- Zack Steffen | |
| Defender of the Year (3): | 2004 -- Robin Fraser |
| 2008 -- Chad Marshall | |
| 2009 -- Chad Marshall | |
| Rookie of the Year (1): | 2002 -- Kyle Martino |
| Young Player of the Year (0): | none |
| Individual Fair Play (3): | 1998 -- Thomas Dooley |
| 2003 -- Brian McBrude | |
| 2014 -- Michael Parkhurst | |
| Team Fair Play (5): | 1997 |
| 1999 | |
| 2004 | |
| 2007 | |
| 2016 | |
| Comeback Player of the Year (1): | 2018 -- GyasiZardes |
| Save of the Year (0): | none |
| Save of the Year (1): | 2020 -- Eloy Room |
| Humanitarian of the Year (1): | 2015 -- Kei Kamara |
| MLS Cup MVP (3): | 2008 -- Guillermo Barros Schelotto |
| 2020 -- Lucas Zelarayan | |
| 2023 -- Cucho Hernandez | |
| Goals Scored (3): | 1998 -- Stern John |
| 1999 -- Stern John (t) | |
| 2015 -- Kei Kamaa (t) | |
| Assists (2): | 2001 -- John Wilmar Perez (t) |
| 2008 -- Guillermo Barros Schelotto | |
| Goals Against Average (2): | 1997 -- Brad Friedel |
| 2002 -- Jon Busch (t) | |
| Wins (2): | 2004 -- Jon Busch |
| 2008 -- William Hesmer | |
| Saves (1): | 2012 - -Andy Gruenebaum |
| Shutouts (3): | 1997 -- Brad Friedel |
| 2004 -- Jon Busch (t) | |
| 2008 -- William Hesmer (t) | |
| Points (1): | 1998 -- Stern John |
| Goalkeeper (2): | 1997 -- Brad Friedel |
| 2018 -- Zack Steffen | |
| Defender (7): | 1997 -- Thomas Dooley |
| 1998 -- Thomas Dooley | |
| 2004 -- Robin Fraser | |
| 2008 -- Robbie Rogers, Chad Marshall | |
| 2009 -- Chad Marshall | |
| 2020 -- Jonathan Mensah | |
| Midfielder (4): | 2007 -- Guillermo Barros Schelotto |
| 2008 -- Guillermo Barros Schelotto, Robbie Rogers | |
| 2015 -- Ethan Finlay | |
| Forward (4): | 1998 -- Stern John |
| 2002 -- Jeff Cunningham | |
| 2015 -- Kei Kamara | |
| 2023 -- Cucho Hernandez | |