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

Upcoming Chicago Events

Check out what's happening all around Chicago.

90 Minute Architecture River Tour in Chicago
May16
Tours & Attractions

90 Minute Architecture River Tour in Chicago

Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…

Friday, May 16th
5:00 p.m.7:00 p.m.
Summer Of George, 900 South Wells Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
NoMI Garden Maison Marché: Season Opener
May16
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…

Friday, May 16th
5:00 p.m.7:00 p.m.
NoMI
800 N. Michigan Ave
3rd Fridays Free Admission Night
May16
Museums, Galleries & Exhibitions, Tours & Attractions

3rd Fridays Free Admission Night

Free Admission Museum Nights take place every third Friday of each month from 5 pm to 8 pm! The tour will start at 6:00 pm…

Friday, May 16th
5:00 p.m.8:00 p.m.
Heritage Museum of Asian Art
3FL, 3500 S Morgan St, Chicago, IL, 60609
Wicker Park Bucktown’s “First Fridays” Art Walk
May16
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 16th
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Big Bus Tours’ Sunset Live Tour
May16
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available May 8 through…

Friday, May 16th
7:30 p.m.9:00 p.m.
618 N Clark St.
618 N. Clark St
Joan Collaso & The Family
May16
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.…

Friday, May 16th
7:30 p.m.10:00 p.m.
Haven Entertainment Center
932 East 43rd Street
Latin Dance Night
May16
May17
Tours & Attractions

Latin Dance Night

Immerse yourself in a cultural experience on Friday evening! It’s the new and exciting Salsa & Bachata Night at Takito Street, where you can immerse…

Friday, May 16th
9:00 p.m.Saturday, May 17th
2:00 a.m.
Takito Street
2423 N Lincoln Ave
Franz West: Millennium Park
May17
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Saturday, May 17th
Millennium Park
201 E Randolph St
Division Street Farmers Market
May17
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.

Saturday, May 17th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Dressed in History: A Costume Collection Retrospective
May17
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Saturday, May 17th
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Fourth Annual Pullman Railroad Days
May17
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…

Saturday, May 17th
10:00 a.m.5:00 p.m.
Pullman National Historic Park
614 E. 113th Street
Hershey Super Sweet Adventure
May17
Tours & Attractions

Hershey Super Sweet Adventure

You and your family can seek, play, and explore at Hershey Super Sweet Adventure, an interactive experience designed for guests of all ages! This unique…

Saturday, May 17th
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May17
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Saturday, May 17th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Ferris Bueller in the Art Institute of Chicago – Guided Walking Tour
May17
Museums, Galleries & Exhibitions, Sports & Recreation, Tours & Attractions

Ferris Bueller in the Art Institute of Chicago – Guided Walking Tour

Calling art enthusiasts and Ferris Bueller fans! Get ready to step into the iconic world of Ferris Bueller’s Day Off on our popular 90-minute guided walking tour…

Saturday, May 17th
11:30 a.m.1:00 p.m.
Art Institute of Chicago
111 S. Michigan Ave.
Urban Rappels at theWit
May17
Sports & Recreation, Tours & Attractions

Urban Rappels at theWit

Conquer your limits at 278 feet up and rappel down theWit in downtown Chicago. Professional equipment provided and no experience needed. Trained experts guide participants…

Saturday, May 17th
12:30 p.m.3:30 p.m.
The Wit
201 North State Street
Chicago Skyline Sail – Escape the City Hustle
May17
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Saturday, May 17th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May17
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Saturday, May 17th
1:00 p.m.3:00 p.m.
Chicago Loop & River North
Chicago Skyline Sail – Escape the City Hustle
May17
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Saturday, May 17th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
May17
Tours & Attractions

90 Minute Architecture River Tour in Chicago

Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…

Saturday, May 17th
5:00 p.m.7:00 p.m.
Summer Of George, 900 South Wells Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
Reimagining Cabaret: Bronzeville Edition
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Reimagining Cabaret: Bronzeville Edition

Acclaimed by the Chicago Sun-Times, Fox 32, and NBC, the artists of Black Voices In Cabaret bring a special intimate edition of Reimagining Cabaret to…

Saturday, May 17th
7:30 p.m.
Haven Entertainment Center
932 East 43rd Street
Big Bus Tours’ Sunset Live Tour
May17
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available May 8 through…

Saturday, May 17th
7:30 p.m.9:00 p.m.
618 N Clark St.
618 N. Clark St
I’m M$. B’havin with my $exagenarian$
May17
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…

Saturday, May 17th
9:00 p.m.11:30 p.m.
The Tonk
1800 S Racine Ave
Franz West: Millennium Park
May18
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Sunday, May 18th
Millennium Park
201 E Randolph St
Wolff’s Flea Market Opening Day
May18
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…

Sunday, May 18th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
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