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Upcoming Chicago Events

Check out what's happening all around Chicago.

Rockin’ in the Park 2025 Free Summer Concert Series
May25
Music & Comedy

Rockin’ in the Park 2025 Free Summer Concert Series

Rosemont’s Parkway Bank Park entertainment district (5501 Park Place, Rosemont) will turn up the volume this summer with the return of its popular “Rockin’ in…

Sunday, May 25th
7:00 p.m.10:00 p.m.
Parkway Bank Park Entertainment District
5501 Park Place
Division Street Farmers Market
May26
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 26th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Board Game Designer Night – Snakes & Lattes Chicago
May26
Festivals, Fairs & Special Events

Board Game Designer Night – Snakes & Lattes Chicago

Join us at Snakes & Lattes Chicago for our Board Game Designer Night, hosted every month twice. Interested in game design? Have board game ideas? Want to playtest…

Monday, May 26th
6:00 p.m.10:00 p.m.
Snakes & Lattes Chicago
1965 N. Milwaukee Avenue
Division Street Farmers Market
May27
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 27th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
The Farmer at The Green
May27
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 27th
11:00 a.m.3:00 p.m.
The Green at 320
320 S. Canal St.
Tuesday Good Show
May27
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 27th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Comic Court: The Best Comedy Show in the World
May27
Music & Comedy, Theatre & Performing Arts

Comic Court: The Best Comedy Show in the World

Would you rather be able to fly or be able to turn invisible? Who are we more tired of: Ryan Reynolds or Dwayne Johnson? Would…

Tuesday, May 27th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Division Street Farmers Market
May28
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 28th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Dame Myra Hess Memorial Concerts | Johannes Gray, Cello and Anastasiya Magamedova, Piano
May28
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Dame Myra Hess Memorial Concerts | Johannes Gray, Cello and Anastasiya Magamedova, Piano

DAME MYRA HESS MEMORIAL CONCERTS | JOHANNES GRAY, CELLO ANASTASIYA MAGAMEDOVA, PIANO  Program Jean Sibelius – Malinconia, Op. 20 Felix Mendelssohn – Cello Sonata No.…

Wednesday, May 28th
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
Joe Fenti at The Comedy Bar
May28
Music & Comedy

Joe Fenti at The Comedy Bar

Joe Fenti is a Boston-based comedian who sometimes makes silly videos for the internet (@FentiFriedChicken). He also has a full time job working in Corporate…

Wednesday, May 28th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Las Locas Comedy Presents: Delightfully Unbothered
May28
Music & Comedy

Las Locas Comedy Presents: Delightfully Unbothered

Las Locas Comedy Presents is back at Lincoln Lodge with a brand new comedy showcase – with a brand new name (formerly known as Women…

Wednesday, May 28th
8:00 p.m.9:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Hooch & Holler Comedy Show
May28
Music & Comedy, Theatre & Performing Arts

Hooch & Holler Comedy Show

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…

Wednesday, May 28th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Division Street Farmers Market
May29
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.

Thursday, May 29th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Teatro Zinzanni
May29
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 29th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Rockin’ in the Park 2025 Free Summer Concert Series
May29
Music & Comedy

Rockin’ in the Park 2025 Free Summer Concert Series

Rosemont’s Parkway Bank Park entertainment district (5501 Park Place, Rosemont) will turn up the volume this summer with the return of its popular “Rockin’ in…

Thursday, May 29th
7:00 p.m.10:00 p.m.
Parkway Bank Park Entertainment District
5501 Park Place
Duluth: An Improvised Midwest Murder
May29
Music & Comedy, Theatre & Performing Arts

Duluth: An Improvised Midwest Murder

Inspired by the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will…

Thursday, May 29th
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Secret Family
May29
Music & Comedy

Secret Family

Secret Family is a sketch comedy group that’s exactly like a real family, only our drama and infighting is mostly pretend, and our love for…

Thursday, May 29th
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Improvsed DCOM
May29
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, May 29th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Division Street Farmers Market
May30
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.

Friday, May 30th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Chicago ScavHunt 2025: Flavors of the City
May30
Festivals, Fairs & Special Events

Chicago ScavHunt 2025: Flavors of the City

From May 30th – June 1st, downtown Chicago streets will be occupied by explorers and scavenger hunters competing in the 4th Annual eATLAS Adventures to…

Friday, May 30th
10:00 a.m.9:00 p.m.
Downtown Chicago
Chicago Style Improv
May30
Music & Comedy, Theatre & Performing Arts

Chicago Style Improv

Get ready to experience “classic” improvisation that will leave you laughing long after the curtains close! Combining lightning-fast wit, razor-sharp skills, and boundless creativity, Chicago…

Friday, May 30th
6:00 p.m.7:00 p.m.
The Revival
906 S Wabash Ave
Wicker Park Bucktown’s “First Fridays” Art Walk
May30
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 30th
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Teatro Zinzanni
May30
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 30th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May30
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 30th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
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