Want to know what’s happening this weekend in Chicago? Look no further. There’s a whole calendar of exciting events, exhibits, and activities taking place all over the city this month in Chicago.

This weekend brings a ton of exciting happenings. Check out just a few of the events and happening in Chicago this weekend, May 8 – 10, 2026.

Beer Under Glass
May 8
Beer Under Glass

Kick off Illinois Craft Beer Week under the towering glass of Chicago’s skyline.  ​ The cornerstone festival and fundraiser of Illinois Craft Beer Week, Beer Under…

May 8, 2026
Harris Theater Rooftop Terrace
205 E Randolph St
Stars On Ice 2026
May 8
Stars On Ice 2026

Get ready to celebrate America’s skating superstars! Fresh off record-breaking World Championship performances and bound for Olympic glory, the 2026 Stars on Ice tour brings…

May 8, 2026
Allstate Arena
6920 Mannheim Road
Wine Down Comedy
May 8
Wine Down Comedy

Wine Down Comedy at iO Theater invites you to relax into the weekend with great wine and Chicago’s best stand up comedians. Sip, laugh, and…

May 8, 2026
iO Theater
1501 N. Kingsbury St.
Chicago Fire FC vs. New York Red Bulls
May 9
Saturday May 9, 2026
Soldier Field
1410 Special Olympics Drive
SAUCED Night Market
May 8 – 9
SAUCED Night Market

It’s 2026 and you're still shopping small like it’s your job. Right? Let SAUCED help you do exactly that at a vibrant night market filled…

Saturday, May 8 – Sunday, May 9, 2026
Ignite Glass Studios
401 N. Armour St.
Chicago White Sox vs. Seattle Mariners
May 8 - 10
Friday, May 8 - Sunday, May 10, 2026
Guaranteed Rate Field
333 W 35th St
Peso Pluma – Dinastia Tour 2026
May 8 - 9
Peso Pluma – Dinastia Tour 2026

Mexican music star Peso Pluma is scheduled to perform in Chicago on May 8-9, 2026, as the grand finale of his North American “DINASTÍA by…

May 8 - 9, 2026
United Center
1901 W Madison St,
Chicago the Musical promotional image
May 8 - 10
CHICAGO the Musical

CHICAGO is still the one musical with everything that makes Broadway shimmy-shake: a universal tale of fame, fortune, and all that jazz, with one showstopping…

May 8 - 10, 2026
Auditorium
50 East Ida B. Wells Drive
Wicker Park Farmers Market
May 10
Wicker Park Farmers Market

The Wicker Park Farmers Market will return on May 3 for its 26th outdoor season. The market will be open from 8 a.m. to 2…

May 10, 2026
Wicker Park
1425 N. Damen Ave.
Theater of the Mind
May 8 – 10
Theater of the Mind

Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…

May 8 – 10, 2026
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
Matisse
May 8 – 10
Matisse’s Jazz: Rhythms in Color

This exhibition marks the first time Matisse’s Jazz will be shown in its entirety at the Art Institute of Chicago. Jazz joins over 50 works from the museum’s renowned collection of paintings, sculpture, drawings, prints, illustrated books, and textiles.

Saturday March 7, 2026 Monday June 1, 2026

Art Institute of Chicago
111 S Michigan Ave, Chicago, IL 60603

Yes, Chef! Chicago: A Bear-Inspired Food Tour
May 9
Yes, Chef! Chicago: A Bear-Inspired Food Tour

This is the ORIGINAL Chicago food tour that takes you to the restaurants featured on the TV phenomenon, The Bear. We'll take you to the actual…

May 9, 2026
Ground Up Coffee & Bites
363 W Erie St,
Glow Wild
May 8 - 10
Glow Wild

Starting March 19, experience Glow Wild: A Lantern Festival of Hope — a breathtaking journey of light, art, and conservation. Wander paths under the moonlight, illuminated by…

March 19 – May 10, 2026
Brookfield Zoo Chicago
3300 Golf Rd
American Prophets: Writers, Religion, and Culture
May 8 - 10
American Prophets: Writers, Religion, and Culture

American Prophets journeys through the pages of American history to explore the influence of religion and spirituality on writers and culture, with interactive displays incorporating…

Nov. 21 – Dec. 31, 2026
American Writers Museum
180 N. Michigan Ave.
Balloon Museum: EmotionAir
May 8 - 10
Balloon Museum: EmotionAir

The Pop Air and Let’s Fly exhibitions continue to thrill and engage a participative audience, but EmotionAir sets an even more ambitious goal. This latest…

Nov. 7 – Sept. 7 , 2026
Chicago :The Fields Studios – Gate 1
2828 N. Pulaski

Explore our events calendar for more Chicago events and happenings.

Please note that all events are subject to change.