This award is won by the college/unit that enters in every sport, shows sportsmanlike conduct on and off the playing field, does not default often and exemplifies the intramural program's mandate of friendly participation.
PAST MOST SPORTSMANLIKE COLLEGE WINNERS| Year | College |
| 2015-16 | Glendon College |
| 2014-15 | Glendon College |
| 2013-14 | Winters College |
| 2012-13 | Calumet College |
| 2011-12 | Calumet College |
| 2010-11 | McLaughlin College |
| 2009-10 | McLaughlin College |
| 2008-09 | Calumet College |
| 2007-08 | Calumet College |
| 2006-07 | Winters College |
| 2005-06 | Winters College |
| 2004-05 | Bethune College |
| 2003-04 | Calument College |
| 2002-03 | MBA |
| 2001-02 | Calument College |
| 2000-01 | McLaughlin College |
| 1999-00 | Bethune College |
| 1998-99 | Winters College |
| 1997-98 | Calumet College |
| 1996-97 | Founders College |
| 1995-96 | McLaughlin College |
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