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Chicago Skyline Sail – Escape the City Hustle
Sep24
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 24th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
Sep24
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 24th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Architecture River Tour in Chicago
Sep24
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 24th
5:00 p.m.7:00 p.m.
Summer Of George
900 South Wells Street
Tropical Wednesdays
Sep24
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 24th
6:00 p.m.8:00 p.m.
Vintage Bar Chicago
1449 W. Taylor St.
Future Folk Festival Feat Laruni Hati with Shon Dervis
Sep24
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 St
Crowd Work Wednesday
Sep24
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 24th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Big Bus Tours’ Sunset Live Tour
Sep24
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 St
Mr. Wolf
Sep24
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 24th
7:30 p.m.9:30 p.m.
Big White Fog
Sep24
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, 60637
NBA Youngboy – Masa Tour
Sep24
Music & 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.
Lover – Taylor Swift Tribute Experience
Sep24
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 Drive
Twenty One Pilots – The Clancy Tour: Breach
Sep24
Music & 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 Ave
Hooch & Holler Comedy Show
Sep24
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 24th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Franz West: Millennium Park
Sep25
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 25th
Millennium Park
201 E Randolph St
Dungeons & Dragons: The Twenty-Sided Tavern
Sep25
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 25th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Messi Experience Chicago
Sep25
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 25th
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
Reeling Film Festival
Sep25

Reeling 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,…

Thursday, September 25th
Landmark’s Century Centre Cinema
2828 N Clark St
Division Street Farmers Market
Sep25
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.
Charting Imaginary Worlds: Why Fantasy and Games Are Inseparable
Sep25
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 Street
By A Thread: Nature’s Resilience
Sep25
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 25th
10:00 a.m.4:00 p.m.
Homeschool Days at PEPPA PIG World of Play Chicago
Sep25
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 Mall
Big Bus Tours’ Hop-On, Hop-Off Tour
Sep25
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.…

Thursday, September 25th
10:00 a.m.5:00 p.m.
Living in the Shade: Open Space and Public Housing
Sep25
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.
Illinois Holocaust Museum presents Experience360
Sep25
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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