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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 PierWednesday, September 17th
1:10 p.m. – 3:30 p.m.Guaranteed Rate Field
333 W 35th StTours & 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 PierTours & 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 StreetTours & 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.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.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 AvenueTours & 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 StTheatre & 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…
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, 60637Music & 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.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 DriveMusic & 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.Wednesday, September 17th
8:00 p.m. – 11:00 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & 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 DivisionMuseums, 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 18thMillennium Park
201 E Randolph StTheatre & 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 18thBroadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Museums, 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 18th2367 W Logan Blvd Chicago, IL 60647
2367 W Logan BlvdFestivals, 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…
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.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 StMuseums, 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 StreetMuseums, 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.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.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

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