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Chicago Skyline Sail – Escape the City Hustle
Sep21
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…

Sunday, September 21st
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Late Nite Catechism, the Comedy Legend, Returns
Sep21
Theatre & 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 Street
Chicago White Sox vs. San Diego Padres
Sep21
Sunday, September 21st
1:10 p.m.3:30 p.m.
Guaranteed Rate Field
333 W 35th St
Chicago Skyline Sail – Escape the City Hustle
Sep21
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…

Sunday, September 21st
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Refracted Theatre Company Presents “Dream Hou$e”
Sep21
Theatre & 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 Ave
90 Minute Architecture River Tour in Chicago
Sep21
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…

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 States
Big Bus Tours’ Sunset Live Tour
Sep21
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…

Sunday, September 21st
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
The Annoyance Sketch Show: Late Stage Everything
Sep21
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.
Franz West: Millennium Park
Sep22
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 22nd
Millennium Park
201 E Randolph St
Dungeons & Dragons: The Twenty-Sided Tavern
Sep22
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…

Monday, September 22nd
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Messi Experience Chicago
Sep22
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,…

Monday, September 22nd
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
Division Street Farmers Market
Sep22
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.
By A Thread: Nature’s Resilience
Sep22
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.
Homeschool Days at PEPPA PIG World of Play Chicago
Sep22
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 Mall
Big Bus Tours’ Hop-On, Hop-Off Tour
Sep22
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.…

Monday, September 22nd
10:00 a.m.5:00 p.m.
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Sep22
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…

Monday, September 22nd
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Chicago Skyline Sail – Escape the City Hustle
Sep22
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 Pier
Chicago Skyline Sail – Escape the City Hustle
Sep22
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
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
Sep22
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…

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 States
Drunk Shakespeare!
Sep22
Theatre & 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 Avenue
Kali Uchis – The Sincerely, Tour
Sep22
Music & 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…

Monday, September 22nd
7:00 p.m.10:00 p.m.
United Center
1901 W Madison St.
The Late Nite Mic at The Comedy Bar
Sep22
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…

Monday, September 22nd
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Big Bus Tours’ Sunset Live Tour
Sep22
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…

Monday, September 22nd
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
Franz West: Millennium Park
Sep23
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 23rd
Millennium Park
201 E Randolph St
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