Chicago's Top 100 Events

Inside the biggest events on the city's annual calendar

July 7, 2009, 3:47 PM EDT

The Chicago Air and Water show is billed as the largest spectator event in the country.

Photo: City of Chicago/Mayor's Office of Special Events

Last year, election night thrust Grant Park into the international spotlight. And in 2016 the Summer Olympics may call Chicago home. But between all the once-in-a-lifetime happenings, the city hosts a slew of noteworthy annual events. These are the parties, trade shows, benefits, and parades that draw media attention, tourism dollars, and top players in their fields. Here are our picks for the city’s biggest events, from Lollapalooza and the world’s largest international medical meeting to opening night at the Lyric Opera and the Arlington Million.

Art & Architecture Events


Fashion & Retail Industry Events



Sports Events

Theater, Dance & Music Events

Trade Shows & Conventions

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