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Upcoming Chicago Events

Check out what's happening all around Chicago.

Teatro Zinzanni
May1
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…

Thursday, May 1st
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Chingona Comedy Hour – May 2025
May1
Music & Comedy, Theatre & Performing Arts

Chingona Comedy Hour – May 2025

CALLING ALL CHINGONAS!! Spring is in the air! We can feel that #summertimechi is around the corner so let’s get the party started with a…

Thursday, May 1st
7:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Gina G at The Comedy Bar
May1
Music & Comedy

Gina G at The Comedy Bar

From Waitress to Stand Up Comedian Gina G went on to win Florida’s Funniest Female 2017-18 She has performed at many clubs, The Stardom in…

Thursday, May 1st
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Comedian Vik Pandya (NBC, Dry Bar)
May1
Music & Comedy

Comedian Vik Pandya (NBC, Dry Bar)

Vik Pandya is a nationally touring stand up comic based in Chicago. Known for his sharp self-deprecation, observational humor on dating, and hilarious crowd work,…

Thursday, May 1st
7:30 p.m.9:30 p.m.
Zanies Comedy Club
5437 Park Place
Lucy Dacus – Forever Is A Feeling Tour
May1
Music & Comedy

Lucy Dacus – Forever Is A Feeling Tour

Indie singer-songwriter Lucy Dacus brings the Forever is a Feeling Tour to The Chicago Theatre on May 1.

Thursday, May 1st
7:30 p.m.10:30 p.m.
The Chicago Theatre
175 N. State
Polish Flag Raising Ceremony
May2
Festivals, Fairs & Special Events

Polish Flag Raising Ceremony

Polish Flag Raising to celebrate the Day of the Polish Flag established by the Polish Parliament.

Friday, May 2nd
12:00 p.m.1:00 p.m.
Daley Civic Center
50 W. Washington St.
Wicker Park Bucktown’s “First Fridays” Art Walk
May2
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…

Friday, May 2nd
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Teatro Zinzanni
May2
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…

Friday, May 2nd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Tequila and Wine Tasting at Navy Pier
May2
Festivals, Fairs & Special Events

Tequila and Wine Tasting at Navy Pier

Title: Amor a México – Tequila and Wine Tasting at Navy Pier Date: 05/02/25 Time: 6pm Location: Bar Sol, Navy Pier, Navy Pier, 700 E…

Friday, May 2nd
6:00 p.m.11:00 p.m.
Bar Sol
700 East Grand Avenue
The Infinite Wrench
May2
Music & Comedy, Theatre & Performing Arts

The Infinite Wrench

Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…

Friday, May 2nd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Chicago Arte Agave Tequila & Mezcal Festival
May2
Festivals, Fairs & Special Events

Chicago Arte Agave Tequila & Mezcal Festival

Experience the rich flavors and vibrant culture of Mexico at the Chicago Arte Agave Tequila & Mezcal Festival! Enjoy premium tequila and mezcal tastings, live…

Friday, May 2nd
7:00 p.m.8:15 p.m.
Sarabande Chicago
2726 West Roscoe Street
Barry Brewer Jr at The Comedy Bar
May2
Music & Comedy

Barry Brewer Jr at The Comedy Bar

Barry Brewer hails as one of Hollywood’s most talented, up and coming stars. Best known for his breakout television role as the lead in Tyler…

Friday, May 2nd
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Jahari Stampley Trio
May2
Music & Comedy

Jahari Stampley Trio

About the Performance While people Jahari Stampley’s age may be quipping about staving off quarter-life crises, the 25-year-old Chicago-native pianist is understandably more focused on…

Friday, May 2nd
7:30 p.m.9:00 p.m.
Ravinia Festival
418 Sheridan Road
Martha Wash One-Night-Only Stop on Her Love & Conflict Tour
May2
Music & Comedy

Martha Wash One-Night-Only Stop on Her Love & Conflict Tour

Legendary vocalist and two-time Grammy nominee Martha Wash will take center stage at City Winery Chicago on Friday, May 2, 2025, for a one-night-only performance…

Friday, May 2nd
7:30 p.m.9:00 p.m.
city winery chicago
1200 W. Randolph Street
Lucy Dacus – Forever Is A Feeling Tour
May2
Music & Comedy

Lucy Dacus – Forever Is A Feeling Tour

Indie singer-songwriter Lucy Dacus brings the Forever is a Feeling Tour to The Chicago Theatre on May 2.

Friday, May 2nd
7:30 p.m.10:30 p.m.
The Chicago Theatre
175 N. State
Devil’s Daughter
May2
Music & Comedy

Devil’s Daughter

The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, May 2nd
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
R&B Invitation Tour
May2
Music & Comedy

R&B Invitation Tour

The R&B Invitation Tour, featuring R&B legends Joe, Musiq Soulchild and Eric Benét, will take over the Arie Crown Theater in Chicago on May 2, 2025, for an evening of smooth vocals and timeless…

Friday, May 2nd
8:00 p.m.10:00 p.m.
Arie Crown Theater
2301 S. Jean Baptiste Point DuSable, S Lake Shore Dr
STAND-UP MOMEDY: Mother’s Day kickoff with Kristen Toomey
May2
Music & Comedy

STAND-UP MOMEDY: Mother’s Day kickoff with Kristen Toomey

Moms. You know one. You have one. You may even BE one. They’re everywhere. And BOY, could they use a laugh. Luckily, we’ve got just what…

Friday, May 2nd
8:00 p.m.10:00 p.m.
The Laughing Academy
3230 Glenview Road
R&B Invitation Tour: Joe, Musiq Soulchild & Eric Benet
May2
Music & Comedy

R&B Invitation Tour: Joe, Musiq Soulchild & Eric Benet

The R&B Invitation Tour, featuring R&B legends Joe, Musiq Soulchild and Eric Benét, will take over the Arie Crown Theater in Chicago on May 2,…

Friday, May 2nd
8:00 p.m.11:00 p.m.
Arie Crown Theater
2301 S. Jean Baptiste Point DuSable, S Lake Shore Dr
Lowkey Funny Comedy Show
May2
Music & Comedy, Theatre & Performing Arts

Lowkey Funny Comedy Show

This monthly show will shine light on some of Chicago’s emerging talent in stand-up, improv/ sketch comedy, and up and coming music artists. Break away…

Friday, May 2nd
8:30 p.m.11:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Comedy Dance Chicago presents: 8-BITS
May2
Music & Comedy, Theatre & Performing Arts

Comedy Dance Chicago presents: 8-BITS

We’re back with all new bits! This joyful mixture of sketch comedy and dance is filled with a variety of characters that are sure to…

Friday, May 2nd
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Voila: The Improvised Musical
May2
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, May 2nd
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
May2
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, May 2nd
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Comic Book Day Comic Shop Crawl
May3
Festivals, Fairs & Special Events

Comic Book Day Comic Shop Crawl

Every year, on the first Saturday in May, the industry comes together to give away free comics and encourage both curious, first-time comic book readers…

Saturday, May 3rd
Goblin Market Manga & Curiosities
2868 N Lincoln Ave
bean-night

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