Best Upset ESPY Award List of winners List of winners

| Year_of_award | Dates | Sport | Winner | Loser |
|---|---|---|---|---|
| 2004 | June 6, 2004–June 15, 2004 | Basketball | Detroit Pistons | Los Angeles Lakers |
| 2005 | March 18, 2005 | Basketball | Bucknell Bison | Kansas Jayhawks |
| 2006 | Not awarded | Not awarded | Not awarded | Not awarded |
| 2007 | April 22, 2007—May 3, 2007 | Basketball | Golden State Warriors | Dallas Mavericks |
| 2008 | February 3, 2008 | American football | New York Giants | New England Patriots |
| 2009 | June 24, 2009 | Soccer | United States men`s national soccer team | Spain men`s national soccer team |
| 2010 | March 20, 2010 | Basketball | Northern Iowa Panthers | Kansas Jayhawks |
| 2011 | March 27, 2011 | Basketball | Virginia Commonwealth Rams | Kansas Jayhawks |
| 2012 | June 12, 2012 | Hockey | Los Angeles Kings | Four teams |