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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…
Sunday, September 21st
1:00 p.m. – 2:15 p.m.Tall Ship Windy
600 East Grand Avenue Navy PierTheatre & Performing Arts
Late Nite Catechism, the Comedy Legend, Returns
Call it Loretta Young meets Carol Burnett and Whoopi Goldberg. Late Nite Catechism is part catechism class, part stand-up routine. Written by Vicki Quade &…
Sunday, September 21st
1:00 p.m. – 3:00 p.m.The iO Theater
1501 North Kingsbury StreetSunday, September 21st
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…
Sunday, September 21st
3:00 p.m. – 4:15 p.m.Tall Ship Windy
600 East Grand Avenue Navy PierTheatre & Performing Arts
Refracted Theatre Company Presents “Dream Hou$e”
Award-winning Refracted Theatre Company presents Dream Hou$e, written by Eliana Pipes and directed by Laura Alcalá Baker, September 12 – October 18, at the Den…
Sunday, September 21st
3:00 p.m. – 5:30 p.m.The Den Theatre
1331 N Milwaukee AveTours & 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…
Sunday, September 21st
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
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…
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…
Sunday, September 21st
8:00 p.m. – 9:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.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…
Monday, September 22ndMillennium 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…
Monday, September 22ndBroadway 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,…
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.
Monday, September 22nd
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…
Monday, September 22nd
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…
Monday, September 22nd
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.…
Tours & Attractions
The World Within: Chicago’s Original & Best Architecture Interiors Tour
“Everything has beauty, but not everyone sees it.” (Confucius) Everyone does a boat tour when they visit Chicago. But as fun as that is, it’s…
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…
Monday, September 22nd
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…
Monday, September 22nd
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…
Monday, September 22nd
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 StatesTheatre & Performing Arts
Drunk Shakespeare!
Gift this experience to your loved ones! Click here to check out our gift card. Join The Drunk Shakespeare Society for an unforgettable evening of…
Monday, September 22nd
7:00 p.m. – 8:15 p.m.The Lounge At The Lion
182 North Wabash AvenueMusic & 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…
Music & Comedy
The Late Nite Mic at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…
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…
Tuesday, September 23rdMillennium Park
201 E Randolph St

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