- American Model United Nations International (Chicago)
 - Collegiate United Nations simulation held each fall. - Art Chicago at Navy Pier
- Annual contemporary art expo featuring the works of artists presented by U.S. and international galleries. May 11-14, 2001, in Chicago, IL.
- Chicago Humanities Festival
- Annual event held in downtown Chicago, IL, dedicated to the arts, drama, literature, history, and education.
- Chicago International Antiques & Fine Art Fair
- Chicago's St. Patrick's Day Parade
- Annual event held in downtown Chicago's lakefront district. Includes a history of the parade, festival events, the Queen contest, and visitor information.
- International Exposition of Sculpture Objects (SOFA)
- Annual art exposition focusing primarily on three-dimensional works such as sculpture, objects and functional art, in all media.
- Mayor's Office of Special Events
- Plans festivals, parades, holiday celebrations, kids' events, marathons, and more. Includes information on the Chicago Blues Festival.
- Navy Pier Walk
- Outdoor sculpture exhibition that runs each year from spring to autumn on Chicago's Navy Pier.
- Renegade Craft Fair, The
- Annual DIY craft fairs held in Chicago and Brooklyn. The Renegade Craft Fair features hundreds of independent crafters, vendors, demonstrations, and more.
- Rush-Presbyterian-St. Luke's Medical Center Annual Fashion Show
- Raises money for community health care.
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