Skip to consent to cookiesSkip navigation
Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Check out what's happening all around Chicago.

Gaijin Matsuri
May18
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,…

Sunday, May 18th
1:00 p.m.7:00 p.m.
Gaijin
950 W Lake St
Cedille Records’ Emerging Artist Competition Final Round
May18
Music & Comedy

Cedille Records’ Emerging Artist Competition Final Round

Cedille Records, the pioneering, nonprofit Chicago-based classical music label led by President and Founder James Ginsburg, hosts its second Emerging Artist Competition, sponsored by the Zell Family Foundation.…

Sunday, May 18th
2:00 p.m.3:00 p.m.
Venue SIX10
610 S. Michigan Ave.
Andy Bossov & Friends Celebrate Allan Sherman at 100!
May18
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.…

Sunday, May 18th
2:00 p.m.3:30 p.m.
Congregation Bene Shalom
4435 Oakton Street
Acts Of Kindness Cabaret — Final Bow
May18
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…

Sunday, May 18th
3:00 p.m.5:30 p.m.
Chicago Theater Works
1113 W. Belmont Ave.
Love, Chaos, and Dinner at Teatro Zinzanni
May18
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.…

Sunday, May 18th
4:00 p.m.6:30 p.m.
Teatro ZinZanni
32 W Randolph St. 14th Floor
CASCADIA Board Game Tournament – Snakes & Lattes Chicago
May18
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…

Sunday, May 18th
4:00 p.m.6:30 p.m.
Snakes & Lattes Chicago
1965 N. Milwaukee Avenue
Drew Dunn at The Comedy Bar
May18
Music & Comedy

Drew Dunn at The Comedy Bar

Drew Dunn started his stand-up career in 2014, quickly gaining recognition in New England for his quick wit, voices, and unique style. After winning the…

Sunday, May 18th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Authentic Flamenco Presents Patricia Donn in Chicago
May18
Music & Comedy

Authentic Flamenco Presents Patricia Donn in Chicago

After its international success, with over 225,000 attendees, Authentic Flamenco is back in Chicago with an all-new production and cast! The brand new show features…

Sunday, May 18th
7:00 p.m.8:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
Sam Fazio Sings the Classics
May18
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…

Sunday, May 18th
7:00 p.m.9:00 p.m.
Vincent Restaurant
1475 W Balmoral Ave
Beyoncé: Cowboy Carter Tour
May18
Music & Comedy

Beyoncé: Cowboy Carter Tour

Beyoncé returns to the stage for the COWBOY CARTER TOUR with three performances at Soldier Field May 15, 17 and 18!

Sunday, May 18th
7:00 p.m.10:00 p.m.
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
As Seen In Rolling Stone: Ellis Bullard Live
May18
Music & Comedy

As Seen In Rolling Stone: Ellis Bullard Live

Chicago Alert: Ellis Bullard LIVE at Carol’s Pub! ⚡️ Mark your calendars, Windy City! The one and only ELLIS BULLARD is bringing his authentic Texas…

Sunday, May 18th
7:00 p.m.10:00 p.m.
Carol’s Pub
4659 North Clark Street
Division Street Farmers Market
May19
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.

Monday, May 19th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Magic Mondays
May19
Music & Comedy, Theatre & Performing Arts

Magic Mondays

Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…

Monday, May 19th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Late Nite Mic with Vik Pandya at The Comedy Bar
May19
Music & Comedy

Late Nite Mic with Vik Pandya at The Comedy Bar

IMPORTANT HOUSE POLICIES: PLEASE READ 📍 All shows take place at 162 E Superior St. – The entrance to the venue is on Superior Street, just east of the…

Monday, May 19th
7:30 p.m.9:30 p.m.
The Comedy Bar
500 N. LaSalle St.
[REDACTED] Presents: The 5th Element
May19
Music & Comedy, Theatre & Performing Arts

[REDACTED] Presents: The 5th Element

Funny people reenact a movie they love, or hate, or love to hate. They’ll make you laugh. They’ll make you cry. They’ll insert a movie…

Monday, May 19th
8:00 p.m.9:30 p.m.
Music Box Lounge
3733 N Southport Ave
Division Street Farmers Market
May20
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.

Tuesday, May 20th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
The Farmer at The Green
May20
Festivals, Fairs & Special Events

The Farmer at The Green

The Farmer at The Green, presented by BMO, is a downtown Chicago farmers market. Shop for fresh, seasonal produce and locally made products from Chicago-based…

Tuesday, May 20th
11:00 a.m.3:00 p.m.
The Green at 320
320 S. Canal St.
Flamenco and Fondue
May20
Festivals, Fairs & Special Events, Music & Comedy

Flamenco and Fondue

Celebrating 60 Years of Flamenco Guitarists and Fondue Dining! Get ready for an incredible evening of Flamenco and Fondue. Gather your friends and family at Geja’s Cafe on Tuesday,…

Tuesday, May 20th
6:00 p.m.9:00 p.m.
Geja’s Cafe
340 W Armitage Ave
Tuesday Good Show
May20
Music & Comedy

Tuesday Good Show

Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…

Tuesday, May 20th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Shrek Trivia Night – Snakes & Lattes
May20
Festivals, Fairs & Special Events

Shrek Trivia Night – Snakes & Lattes

SomeBODY once told me there’s Shrek Trivia Night coming to Snakes & Lattes Chicago on May 20th! Get ready to dive into the swamp of Shrek knowledge. Get your tickets…

Tuesday, May 20th
7:00 p.m.9:00 p.m.
Snakes & Lattes Chicago
1965 N. Milwaukee Avenue
Tomato Throw Show at The Comedy Bar
May20
Music & Comedy

Tomato Throw Show at The Comedy Bar

Join us for the most fun interactive comedy show in Chicago, where the audience determines who’s the funniest (and the most unfunny) by throwing [fake]…

Tuesday, May 20th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Billy Idol & Joan Jett and The Blackhearts – It’s A Nice Day To…Tour Again!
May20
Music & Comedy

Billy Idol & Joan Jett and The Blackhearts – It’s A Nice Day To…Tour Again!

Billy Idol & Joan Jett and The Blackhearts will perform live at Credit Union 1 Amphitheatre on May 20, 2025.

Tuesday, May 20th
7:30 p.m.10:30 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Division Street Farmers Market
May21
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.

Wednesday, May 21st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Peter Pan at Chicago Kids Company
May21
Music & Comedy

Peter Pan at Chicago Kids Company

Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…

Wednesday, May 21st
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Get the guide