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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…
Tuesday, September 23rd
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…
Tuesday, September 23rd
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…
Tuesday, September 23rd
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 StatesTuesday, September 23rd
6:40 p.m. – 9:00 p.m.Wrigley Field
1060 West Addison StreetMusic & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Tuesday, September 23rd
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Kali Uchis – The Sincerely, Tour
GRAMMY®-winning global recording artist Kali Uchis is bringing her much-anticipated Kali Uchis – The Sincerely, Tour to United Center on September 22 & 23, supporting her…
Tuesday, September 23rd
7:00 p.m. – 10:00 p.m.United Center
1901 W Madison St.Music & Comedy
Tomato Throw Show
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
Tuesday, September 23rd
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…
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, September 24thMillennium 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…
Wednesday, September 24thBroadway 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,…
Wednesday, September 24th2367 W Logan Blvd Chicago, IL 60647
2367 W Logan BlvdFestivals, 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, September 24th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.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…
Wednesday, September 24th
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…
Wednesday, September 24th
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.…
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,…
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 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 Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United StatesTours & 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
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 StMusic & 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 Drive

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