| Grand Marshal | |
| 2009 | Bart Loiacono |
| 2008 | Perrin-Wheaton Daughters of the American Revolution |
| 2007 | Mayor C. James Carr |
| 2006 | Father Don McLaughlin, Pastor of
St. Michael Catholic Church and Reverend Melody Eastman, Senior Pastor of St. Paul Lutheran Church |
| 2005 | Sgt. Joel Gomez |
| 2004 | Greg Gauthier |
| 2003 | Wheaton Boy Scouts carrying Grand Marshal wreaths for Wheaton residents who died in Vietnam |
| 2002 | Julie Morscheck |
| 2001 | |
| 2000 | Harry Macy |
| 1999 | Justice S. Louis Rathje |
| 1998 |
| Front St. - Best of Show | Main St. -
Outstanding Entry in Multiple Categories |
Mayor's Award - Best Representation of Wheaton | |
| 2009 | Carlson's Art, Paint, and Glass | Clarice's Creating Beautiful Looks | Wheaton College |
| 2008 | Clarice's Creating Beautiful Looks & Clarice's Too Creativity and More Gift Boutique | Northside Neighbors | Wheaton Nurseries |
| 2007 | Carlson's Art, Paint, and Glass | Clarice's Creating Beautiful Looks | Wheaton Park District |
| 2006 | Carlson's Art, Paint, and Glass | College Church | Marionjoy Rehabilitation Center |
| Best of Show | |||
| 2005 | Wheaton Sports Center | ||
| 2004 | Carlson's Art, Paint, and Glass | ||
| 2003 | Carlson's Art, Paint, and Glass | ||
| 2002 | Clarice's Creating Beautiful Looks | ||
| 2001 | |||
| 2000 | Wheaton Drama |
||
| 1999 | Wheaton Drama | ||
| 1998 | Carlson's Art, Paint, and Glass |
| Wesley St. - Best Use of Theme | |
| 2008 - Celebrating
Tomorrow |
Second Baptist Church |
| 2008 - Remembering Yesterday | Realty Executives |
| 2007 - All the World's a Stage | Magnet Street |
| 2006 - Let the Magic Begin! | Environmental Improvement Commission |
| Best Interpretation of Theme | |
| 2005 - Home Sweet Home | Advantage Group@Realty Executives |
| 2004 - America the Beautiful | VFW Post 2164 |
| 2003 - America Remembers... | Don & Rose Nelson: Firemen's Remembrance |
| 2002 - Celebrating American Heroes | Gary United Methodist Church |
| 2001 - Sounds of America | |
| 2000 - We, the People | Sunny Ridge Family Center |
| 1999 - A Century of Change | |
| 1998 - Wheaton, a Town for All Seasons | Clarice's Creative Beauty Looks |
| Liberty St. - Most Patriotic | President St. - Best Political Entry | |
| 2008 | Military Family Support Group/Wheaton Bible Church | Judge Dan
Guerin |
| 2008 | WWII Historical Reenactment Society | Chris Kachiroubas, Circuit Court Clerk |
| 2007 | Patriot Guard Riders | Big Queenie (sponsored by the Republicans) |
| 2006 | DuPage County Board and Forest Preserve | Alan Bolds |
| Most Patriotic | ||
| 2005 | Grant, Lee, Custer & Co. | |
| 2004 | American Legion | |
| 2003 | VFW Post 2164 | |
| 2002 | VFW Post 2164 | |
| 2001 | ||
| 2000 | VFW Post 2164 |
|
| 1999 | ||
| 1998 | Wheaton Notary Noon |
| Illinois St. - Best Community Spirit | Harrison St. - Best Performance | Hale St. - Outstanding showmanship and dramatic impact | |
| 2008 | Northside Neighbors |
South Shore Drill Team | Crystal Lake Strikers |
| 2008 | St. Matthew's United Church of Christ | South Shore Drill Team | Wheaton-Warrenville South HS Marching Tigers |
| 2007 | St. Michael's Church | Wheaton Drama | 2nd Baptist Church of Wheaton |
| 2006 | Wheaton Park District | 1st and 2nd Baptist Church of Wheaton | Business Referral Network |
| Most Spirited Youth Group | |||
| 2005 | 2nd Baptist Church of Wheaton | ||
| 2004 | 2nd Baptist Church of Wheaton | ||
| 2003 | Wheaton-Warrenville South HS Groups | ||
| 2002 | Wheaton Sports Center | ||
| 2001 | |||
| 2000 | Wheaton Rams
Cheerleaders |
| Cole Street - Best Musical Group | Willow Street - Outstanding Musical Group | |
| 2009 | Combined Bands:
Wheaton-Warrenville
South HS Marching Tigers and Wheaton North HS |
Business Referral Network |
| 2008 | Chicago Highlanders | Tunes of Glory Pipe and Drum Band |
| 2007 | Tunes of Glory Pipe and Drum Band | Business Referral Network |
| 2006 | Wheaton-Warrenville South HS Marching Tigers | Wheaton College |
| Best Musical Group | ||
| 2005 | Chicago Highlanders | |
| 2004 | Chicago Highlanders | |
| Wheaton-Warrenville South HS Marching Tigers | ||
| 2003 | Chicago Highlanders | |
| 2002 | Dassel-Cokato HS, MN | |
| 2001 | ||
| 2000 | Patriot Fife and Drums | |
| 1999 | ||
| 1998 | Chicago Highlanders |
| Ellis Ave. - Best Presentation of Color and Design | Franklin St. - Most Creative Concept | Bridge St. - Most Innovative Use of Material | |
| 2008 | Brittany White and
the
Crigler Family - Wizard of Oz Float |
Milton Township
Citizen Corps |
Wheaton Infant Welfare |
| 2008 | Milton Township Citizen Corps | Carlson's Art, Paint, and Glass | Cat Guardians |
| 2007 | Wheaton Nursery | Realty Executives | Wheaton Infant Welfare |
| 2006 | Clarice's Creating Beautiful Looks | Wheaton Sports Center | Wheaton Nursery |
| Most Beautiful | Most Creative | ||
| 2005 | Clarice's Creating Beautiful Looks | Wheaton Drama | |
| 2004 | Clarice's Creating Beautiful Looks | Wheaton Sports Center | |
| 2003 | Clarice's Creating Beautiful Looks | Rosati's Pizza | |
| 2002 | College Church | Generals Lee, Grant, Custer & Co. | |
| 2001 | |||
| 2000 | Wheaton Nurseries | Clarice's Creating
Beautiful
Looks |
|
| 1999 | |||
| 1998 | Wheaton Nurseries | WDSRA, wheelchair basketball |
| West St. - Most Humorous and Comical | |
| 2009 | Wheaton Drama |
| 2008 | Carlson's Art, Paint, and Glass |
| 2007 | VFW Post 2164 |
| 2006 | Phillip's Flowers and Gifts |
| Most Humorous | |
| 2005 | Carlson's Art, Paint, and Glass |
| 2004 | Business Referral Network |
| 2003 | Flying Carpets |
| 2002 | Carlson's Art, Paint, and Glass |
| 2001 | |
| 2000 | Carlson's Art, Paint,
and Glass |
| 1999 | |
| 1998 | Funway Entertainment |
| Best Restored Vehicle | |
| 2005 | Medinah Auto Club |
| 2004 | Gauthier Healthcare |
| 2003 | Gauthier Healthcare |
| 2002 | Medinah Patrol & Auto Club |
| 2001 | |
| 2000 | Medinah Shriner Auto Club |
| 1999 | |
| 1998 | Andy Nelson, antique tractor |