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

Upcoming Chicago Events

Check out what's happening all around Chicago.

Summer & Fall Afterwork Sunset Cruises on Lake Michigan
May27
Tours & Attractions

Summer & Fall Afterwork Sunset Cruises on Lake Michigan

 Experience summer on Lake Michigan with our weekday evening cruises featuring fireworks*, sunsets, skyline views, and cocktails starting May 27th, 2024. Unwind after work with…

Tuesday, May 27th
7:30 p.m.10:00 p.m.
DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater Access
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
Franz West: Millennium Park
May28
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…

Wednesday, May 28th
Millennium Park
201 E Randolph St
Marriott Theatre Presents: Titanic The Musical
May28
Theatre & Performing Arts

Marriott Theatre Presents: Titanic The Musical

Chicagoland’s longest running musical theatre, Marriott Theatre, continues its 50th Anniversary Season celebration with the epic production of Titanic The Musical, directed and choreographed by…

Wednesday, May 28th
Marriott Theatre
10 Marriott Dr.
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.
Seeing Connections: The Art of Richard Penn
May28
Museums, Galleries & Exhibitions

Seeing Connections: The Art of Richard Penn

Inspiration for art can come from many sources. Retired University of Chicago Medicine neurosurgeon and artist Richard Penn finds inspiration in nature, philosophy, science, and…

Wednesday, May 28th
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Dressed in History: A Costume Collection Retrospective
May28
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…

Wednesday, May 28th
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Flight of Butterflies
May28
Museums, Galleries & Exhibitions

Flight of Butterflies

ntroducing the Flight of Butterflies! This city-wide exhibit merges nature, art, and story telling, creating a memorable experience for all in Chicago. Local artists adorn…

Wednesday, May 28th
10:00 a.m.4:00 p.m.
Tom Torluemke: LIVE! ON PAPER, 1987 – 2024
May28
Museums, Galleries & Exhibitions

Tom Torluemke: LIVE! ON PAPER, 1987 – 2024

Tom Torluemke is a contemporary artist whose practice spans 40+ years and includes works in painting, drawing, sculpture, performance, and various mediums. Tom is known…

Wednesday, May 28th
10:00 a.m.4:45 p.m.
Chicago Cultural Center
78 E Washington St
Homeschool Days at PEPPA PIG World of Play Chicago
May28
Tours & Attractions

Homeschool Days at PEPPA PIG World of Play Chicago

Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…

Wednesday, May 28th
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Resilience—A Sansei Sense of Legacy
May28
Museums, Galleries & Exhibitions

Resilience—A Sansei Sense of Legacy

In 1942, in response to the bombing of Pearl Harbor by Japanese forces, President Franklin Roosevelt signed into law Executive Order 9066. The law ordered…

Wednesday, May 28th
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum & Education Center
9603 Woods Drive
Big Bus Tours’ Hop-On, Hop-Off Tour
May28
Tours & Attractions

Big Bus Tours’ Hop-On, Hop-Off Tour

Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…

Wednesday, May 28th
10:00 a.m.5:00 p.m.
Chicago Dogs Wiener Wednesday and Home Run For Education
May28
Sports & Recreation

Chicago Dogs Wiener Wednesday and Home Run For Education

The Chicago Dogs will play against the Milwaukee Milkmen at the state-of-the-art Impact Field in Rosemont. To celebrate Weiner Wednesday, the Dogs will play as the…

Wednesday, May 28th
10:30 a.m.12:30 p.m.
Impact Field
9850 Balmoral Avenue
Alice in Wonderland
May28
Theatre & Performing Arts

Alice in Wonderland

Follow Alice as she travels down the Rabbit Hole to the most amazing places!  Along her fantastic journey she’ll meet the Mad Hatter, March Hare,…

Wednesday, May 28th
10:30 a.m.11:30 p.m.

Free Art Show on largest LED wall in Chicago
May28
Museums, Galleries & Exhibitions, Tours & Attractions

Free Art Show on largest LED wall in Chicago

The exhibition Four Techspressionist Artists is on view at 150 Media Stream in Chicago from April 28 to July 20, 2025. 150 Media Stream is an exciting venue…

Wednesday, May 28th
12:00 p.m.5:00 p.m.
150 Media Stream
150 N Riverside Plaza
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
Chicago Skyline Sail – Escape the City Hustle
May28
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…

Wednesday, May 28th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
May28
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…

Wednesday, May 28th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
May28
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…

Wednesday, May 28th
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
Tropical Wednesdays
May28
Tours & Attractions

Tropical Wednesdays

Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!

Wednesday, May 28th
6:00 p.m.8:00 p.m.
Vintage Bar Chicago
1449 W. Taylor St.
Art + Wine Guided Tour
May28
Museums, Galleries & Exhibitions

Art + Wine Guided Tour

Sip on a glass of wine and learn about our newest exhibition. Museum Manager, Jennifer Murray, will be on hand to lead immersive conversations about…

Wednesday, May 28th
6:00 p.m.8:00 p.m.
21c Museum Hotel Chicago
55 East Ontario St.
Titanique
May28
Theatre & Performing Arts

Titanique

Broadway In Chicago presents the Porchlight Music Theatre production of TITANIQUE All aboard NYC’s must-sea musical comedy! When the music of Céline Dion makes sweet Canadian…

Wednesday, May 28th
7:00 p.m.8:40 p.m.
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
RAD. a fun show. presents: Spring is fucking dead.
May28
Music & Comedy, Theatre & Performing Arts

RAD. a fun show. presents: Spring is fucking dead.

Come mourn the death of Spring at RAD‘s next show! RAD. a fun show. is a literally underground DIY comedy show that’s been operating out of the basement of Graham…

Wednesday, May 28th
7:00 p.m.9:00 p.m.
Graham Cracker Comics – Andersonville
5028 North Clark Street
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.
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