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

Upcoming Chicago Events

Check out what's happening all around Chicago.

Chicago Skyline Sail – Escape the City Hustle
Sep17
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, September 17th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago White Sox vs. Baltimore Orioles
Sep17
Wednesday, September 17th
1:10 p.m.3:30 p.m.
Guaranteed Rate Field
333 W 35th St
Chicago Skyline Sail – Escape the City Hustle
Sep17
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, September 17th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Architecture River Tour in Chicago
Sep17
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, September 17th
5:00 p.m.7:00 p.m.
Summer Of George
900 South Wells Street
Tropical Wednesdays
Sep17
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, September 17th
6:00 p.m.8:00 p.m.
Vintage Bar Chicago
1449 W. Taylor St.
Crowd Work Wednesday
Sep17
Music & Comedy

Crowd Work Wednesday

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…

Wednesday, September 17th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
You Win Some, You Dim Sum: a comedy show at the Lincoln Lodge
Sep17
Theatre & Performing Arts

You Win Some, You Dim Sum: a comedy show at the Lincoln Lodge

We don’t celebrate our wins enough!! Carve out some time in your week to come to You Win Some, You Dim Sum, a show where…

Wednesday, September 17th
7:30 p.m.9:00 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Big Bus Tours’ Sunset Live Tour
Sep17
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…

Wednesday, September 17th
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
Mr. Wolf
Sep17
Theatre & Performing Arts

Mr. Wolf

12 years ago, Theresa was stolen from her parents. Now a precocious 15-year-old, she has been rescued and returned to a family that had nearly…

Wednesday, September 17th
7:30 p.m.9:30 p.m.
Big White Fog
Sep17
Theatre & Performing Arts

Big White Fog

Theodore Ward’s Big White Fog is the big shoulders on which A Raisin in the Sun stands. First completed in 1938, funded by the Federal Theatre Project, and influenced…

Wednesday, September 17th
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
The Annoyance Sketch Show: Late Stage Everything
Sep17
Music & Comedy, Theatre & Performing Arts

The Annoyance Sketch Show: Late Stage Everything

The trains are late, the apps are broken, the bees are dying, and the algorithm knows your deepest fears. So what do we do? We…

Wednesday, September 17th
8:00 p.m.9:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Steven Wilson – The Overview Tour
Sep17
Music & Comedy

Steven Wilson – The Overview Tour

Six-time-Grammy Award-nominated musician, songwriter and producer Steven Wilson has announced the eagerly awaited North American leg of “The Overview” tour — his first full-band solo headline run in the…

Wednesday, September 17th
8:00 p.m.11:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Lady Gaga – The Mayhem Ball Tour
Sep17
Music & Comedy

Lady Gaga – The Mayhem Ball Tour

After much anticipation, 14-time Grammy Award-winner Lady Gaga is heading out on ‘The MAYHEM Ball’ tour with stops at United Center on September 15 and…

Wednesday, September 17th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Alex G: 2025 North American Tour
Sep17
Wednesday, September 17th
8:00 p.m.11:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Hooch & Holler Comedy Show
Sep17
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, September 17th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Franz West: Millennium Park
Sep18
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…

Thursday, September 18th
Millennium Park
201 E Randolph St
Dungeons & Dragons: The Twenty-Sided Tavern
Sep18
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Thursday, September 18th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Messi Experience Chicago
Sep18
Museums, Galleries & Exhibitions

The Messi Experience Chicago

The Messi Experience is an immersive and interactive multimedia exhibition inspired by the life and career of Lionel Messi. As part of its world tour,…

Thursday, September 18th
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
The 26th Anniversary Englewood Jazz Festival
Sep18
Festivals, Fairs & Special Events, Music & Comedy

The 26th Anniversary Englewood Jazz Festival

The 26th Annual Englewood Jazz Festival, presented by Live the Spirit Residency, returns to Chicago’s historic Hamilton Park on September 18–20, 2025, marking a powerful…

Thursday, September 18th
Hamilton Park and Cultural Center
513 W 72nd St
Division Street Farmers Market
Sep18
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, September 18th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Abdoulaye Conde at Evanston Art Center
Sep18
Museums, Galleries & Exhibitions

Abdoulaye Conde at Evanston Art Center

The Evanston Art Center (EAC) is excited to welcome the public to our upcoming exhibition, Abdoulaye Conde. The exhibition will be on display from August…

Thursday, September 18th
9:00 a.m.4:00 p.m.
Evanston Art Center
1717 Central St
Charting Imaginary Worlds: Why Fantasy and Games Are Inseparable
Sep18
Museums, Galleries & Exhibitions

Charting Imaginary Worlds: Why Fantasy and Games Are Inseparable

From Dungeons & Dragons to The Witcher, fantasy has long been a popular theme for games. But the relationship between fantasy and games is longer…

Thursday, September 18th
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
By A Thread: Nature’s Resilience
Sep18
Museums, Galleries & Exhibitions

By A Thread: Nature’s Resilience

By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…

Thursday, September 18th
10:00 a.m.4:00 p.m.
Homeschool Days at PEPPA PIG World of Play Chicago
Sep18
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…

Thursday, September 18th
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
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