Festivals & Special Events
Chicago Pickle Fest: Live Bands, Beer and Everything Pickle!
The largest pickle festival in Illinois takes over Wrigleyville's best bars with live bands, craft beer, and all things pickle-themed.
Saturday, May 9, 2026 11:00 AM · Wrigleyville's Best Bars, Chicago
James Beard Restaurant and Chef Awards
The prestigious James Beard Restaurant and Chef Awards ceremony comes to Chicago, honoring the country's top culinary talent.
Monday, May 11, 2026 · Chicago
Evanston Arts & Craft Beverage Crawl
Part gallery hop, part neighborhood crawl — the Evanston Arts & Craft Beverage Crawl brings art, local flavor, and energy to the streets of Evanston.
Thursday, May 14, 2026 · Evanston, IL
WINDFALL at Steppenwolf Theatre
Steppenwolf Theatre's production of WINDFALL runs through May 31 at the iconic North Side venue.
Thursday, May 7, 2026 7:30 PM · Steppenwolf Theatre, 1650 N Halsted St
MFA Thesis Exhibition: Too Much, Not Enough I at Logan Center
MFA thesis exhibition from University of Chicago graduates on view at the Reva and David Logan Center for the Arts.
Friday, May 8, 2026 · Logan Center Exhibitions, 915 E. 60th Street, Chicago
Paper Collages Workshop at Revolution Brewing
A hands-on paper collage art workshop held at Revolution Brewing's Brewery & Taproom in Chicago.
Friday, May 15, 2026 7:00 PM · Revolution Brewing - Brewery & Taproom, Chicago
Rise Pilates Club: Sunrise Skyline Spring Series
Take a 45-minute Pilates class with a 5-minute meditation on the 99th floor of the Willis Tower, overlooking the Chicago skyline at sunrise.
Saturday, May 9, 2026 · Willis Tower, 99th Floor, Chicago
Vixen Bootcamp
A high-energy group bootcamp fitness class for all levels at the We The People Fitness Studio in Chicago.
Saturday, May 16, 2026 1:15 PM · 1229 N North Branch St, Chicago
Running Tour of From the West Side, With Love with Kenn Cook Jr.
Explore Chicago's historic Austin neighborhood through the lens of photographer Kenn Cook Jr. on this running or bike tour.
Saturday, May 16, 2026 2:00 PM · Austin neighborhood, Chicago
Get Lit: Art of the Cocktail
Author and illustrator Sarah Becan demonstrates cocktail recipes from her new book 'Let's Make Cocktails!' followed by a hands-on drawing session at the American Writers Museum.
Tuesday, May 12, 2026 5:30 PM · American Writers Museum, 180 N. Michigan Ave., Chicago
Napolita's Tenuta Rocca Wine Dinner
A Piedmont-inspired wine dinner at Napolita in Northbrook, featuring bold red wines expertly paired with seasonal dishes.
Thursday, May 14, 2026 · Napolita, Northbrook, IL