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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 24th
1:00 p.m. – 2:15 p.m.Tall Ship Windy
600 East Grand Avenue Navy PierTours & 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 24th
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 24th
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 24th
6:00 p.m. – 8:00 p.m.Vintage Bar Chicago
1449 W. Taylor St.Music & Comedy, Theatre & Performing Arts
Future Folk Festival Feat Laruni Hati with Shon Dervis
As a continuation Chicago Park District’s Night Out in the Parks and Music Move’s Future Folk Festival collaboration, join us for an evening with Laruni Hati and Shon Dervis!…
Wednesday, September 24th
6:00 p.m. – 8:00 p.m.Hamilton Park and Cultural Center
513 W 72nd StMusic & 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 24th
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.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 24th
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 24th
7:30 p.m. – 9:30 p.m.Court Theatre
5535 S. Ellis, Chicago, IL, 60637Music & Comedy
NBA Youngboy – Masa Tour
NBA Youngboy is bringing the Masa Tour to United Center on September 24, with support from Deebaby, EBK Jaaybo, and K3!
Wednesday, September 24th
7:30 p.m. – 10:30 p.m.United Center
1901 W Madison St.Music & Comedy
Lover – Taylor Swift Tribute Experience
The LOVER: Taylor Swift Tribute is a stunning homage to Taylor Swift’s record-breaking Eras Tour, created with passion and precision by Charity Eden. After attending…
Wednesday, September 24th
8:00 p.m. – 11:00 p.m.Auditorium Theatre
50 East Ida B. Wells DriveMusic & Comedy
Twenty One Pilots – The Clancy Tour: Breach
GRAMMY® Award winning duo Twenty One Pilots will perform live at Credit Union 1 Amphitheatre on Sep. 24, 2025.
Wednesday, September 24th
8:00 p.m. – 11:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveMusic & 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 24th
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 25thMillennium 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 25thBroadway 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 25th2367 W Logan Blvd Chicago, IL 60647
2367 W Logan BlvdReeling Film Festival
Reeling is thrilled to invite audiences to enjoy in-person theater screenings at the following venues: Landmark’s Century Centre Cinema, 2828 N Clark St Chicago Filmmakers,…
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 25th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.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 25th
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 25th
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 25th
10:00 a.m. – 5:00 p.m.Peppa Pig World of Play Chicago
5 Woodfield MallTours & 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.…
Museums, Galleries & Exhibitions
Living in the Shade: Open Space and Public Housing
This exhibition at the National Public Housing Museum explores the role of open space—large lawns and tenant gardens, paved paths and play spaces, shady seating…
Thursday, September 25th
10:00 a.m. – 5:00 p.m.National Public Housing Museum
919 S. Ada St.Museums, Galleries & Exhibitions
Illinois Holocaust Museum presents Experience360
Illinois Holocaust Museum presents Experience360 provides a panoramic view through history and truth, inviting visitors of all backgrounds to witness stories of survival, ask questions, and reflect…
Thursday, September 25th
10:00 a.m. – 5:00 p.m.Illinois Holocaust Museum presents Experience360
360 N State St

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