Upcoming Chicago Events
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Festivals, Fairs & Special Events
Festivals, Fairs & Special Events
NoMI Garden Maison Marché: Season Opener
NoMI Garden Maison Marché: Season Opener Friday, May 16 from 5:00 p.m. – 7:00 p.m. 7th Floor of Park Hyatt Chicago $125 Early Bird Admission…
Festivals, Fairs & Special Events, Music & Comedy
Windy City Margarita Fest
Windy City Margarita Fest is back, so mark your calendars! We’re serving up 15+ kinds of margaritas—from OG classics to new flavors that’ll hit just…
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Wicker Park Bucktown’s “First Fridays” Art Walk
The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Joan Collaso & The Family
Joan Collaso will be performing her repertoire of beloved songs. Emmy award winner and international vocalist, Joan was born, raised and is living in Chicago.…
Festivals, Fairs & Special Events
Division Street Farmers Market
Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Fourth Annual Pullman Railroad Days
Step into history at the Fourth Annual Pullman Railroad Days! The Fourth Annual Pullman Railroad Days is arriving May 17~18, 2025 with a station full…
Festivals, Fairs & Special Events, Music & Comedy
Windy City Margarita Fest
Windy City Margarita Fest is back, so mark your calendars! We’re serving up 15+ kinds of margaritas—from OG classics to new flavors that’ll hit just…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Reimagining Cabaret: Bronzeville Edition
Step into an unforgettable evening of music, storytelling, and soul as Lynn Colbert-Jones presents her dynamic cabaret concert. Blending powerful vocals, heartfelt narratives, and a…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
I’m M$. B’havin with my $exagenarian$
The music and entertainment of I’m M$. B’Havin and her Sexagenarians’ band is a unique blend of Blues, Jazz, R&B and a good time for…
Festivals, Fairs & Special Events
Wolff’s Flea Market Opening Day
Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…
Festivals, Fairs & Special Events
Division Street Farmers Market
Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.
Festivals, Fairs & Special Events
Maxwell Street Market
Visitors to the Maxwell Street Market will experience an eclectic mix of foods and finds—including handmade crafts, resale housewares, clothing, and much more.
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Fourth Annual Pullman Railroad Days
Step into history at the Fourth Annual Pullman Railroad Days! The Fourth Annual Pullman Railroad Days is arriving May 17~18, 2025 with a station full…
Festivals, Fairs & Special Events
Dan Nadel and Chris Ware on Robert Crumb
Robert Crumb’s comics inspired generations of readers and cartoonists. Join us as curator and cultural writer Dan Nadel — who just published the first biography…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
The Swingin Sisters: Swingin thru the 60’s
The Swingin’ Sisters use their amazing harmonies to interpret the swinging songs of the 1960s. This show will renew your love and appreciation for these…
Festivals, Fairs & Special Events, Music & Comedy
Windy City Margarita Fest
Windy City Margarita Fest is back, so mark your calendars! We’re serving up 15+ kinds of margaritas—from OG classics to new flavors that’ll hit just…
Festivals, Fairs & Special Events
Spring Fun Fest at Parkway Bank Park
Families are invited to Parkway Bank Park on Sunday, May 18, from 1 p.m. to 5 p.m. for an afternoon of springtime fun with the…
Festivals, Fairs & Special Events, Music & Comedy
Buena Park PorchFest
Enjoy a Sunday afternoon strolling through Buena Park and enjoying live music on front porches, courtyards, and gardens while connecting with the community! Join us…
Festivals, Fairs & Special Events
Gaijin Matsuri
Join Gaijin for our third annual celebration of springtime, community, cuisine and culture, in partnership with Suntory Global Spirits, the Japan America Society of Chicago,…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Andy Bossov & Friends Celebrate Allan Sherman at 100!
Who doesn’t remember “Hello Muddah, Hello Fadduh”? But parodist Allan Sherman wrote so many more songs than that and inspired all punny people after him.…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Acts Of Kindness Cabaret — Final Bow
Celebrate 20 years of music, kindness, and community with Acts Of Kindness Cabaret (AOKC) as we take our final bow. For two decades, AOKC has…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Love, Chaos, and Dinner at Teatro Zinzanni
The most unique and magical experience in Chicago! “You have to see to believe.” – Forbes Teatro ZinZanni’s signature show offers an unforgettable sensory experience.…
Festivals, Fairs & Special Events
CASCADIA Board Game Tournament – Snakes & Lattes Chicago
Put your strategy to the test at Snakes & Lattes Chicago on May 18th for the CASCADIA Board Game Tournament! CASCADIA is a tile-drafting and token-laying board game where players create diverse habitats…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Sam Fazio Sings the Classics
Close out our Cabaret Week with Chicago-based vocalist Sam Fazio. Fazio has established a name for himself in the music scene over the years with…
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