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Upcoming Chicago Events

Check out what's happening all around Chicago.

Improvsed DCOM
Sep25
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, September 25th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Sketch Playlist
Sep25
Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…

Thursday, September 25th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Franz West: Millennium Park
Sep26
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…

Friday, September 26th
Millennium Park
201 E Randolph St
Dungeons & Dragons: The Twenty-Sided Tavern
Sep26
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…

Friday, September 26th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Messi Experience Chicago
Sep26
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,…

Friday, September 26th
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
The Cellar Door: The Hilt Estate
Sep26
Festivals, Fairs & Special Events

The Cellar Door: The Hilt Estate

Just thirteen miles from the Pacific, The Hilt Estate lies at the rugged, windswept edge of the Sta. Rita Hills AVA, where challenging conditions shape wines of…

Friday, September 26th
The Oakville Grill & Cellar
163 N Green St
Comedy Hour at Annoyance Theatre
Sep26
Sep27
Theatre & Performing Arts

Comedy Hour at Annoyance Theatre

Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…

Friday, September 26th
12:00 a.m.Saturday, September 27th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Division Street Farmers Market
Sep26
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.

Friday, September 26th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
By A Thread: Nature’s Resilience
Sep26
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…

Friday, September 26th
10:00 a.m.4:00 p.m.
Homeschool Days at PEPPA PIG World of Play Chicago
Sep26
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…

Friday, September 26th
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
Sep26
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.…

Friday, September 26th
10:00 a.m.5:00 p.m.
Living in the Shade: Open Space and Public Housing
Sep26
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…

Friday, September 26th
10:00 a.m.5:00 p.m.
National Public Housing Museum
919 S. Ada St.
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Sep26
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…

Friday, September 26th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Chicago Greeter InstaGreeter Walks of the Riverwalk
Sep26

Chicago Greeter InstaGreeter Walks of the Riverwalk

Explore the Chicago Riverwalk with our knowledgeable volunteers! InstaGreeter walks take you on a free hour-long guided walk of the Riverwalk, without the need to…

Friday, September 26th
11:30 a.m.1:00 p.m.
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
Sep26

Chicago Greeter InstaGreeter Walks of the Loop

InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago’s top sights? Let InstaGreeter take you on a free hour-long guided…

Friday, September 26th
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Chicago Skyline Sail – Escape the City Hustle
Sep26
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…

Friday, September 26th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Sep26
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…

Friday, September 26th
1:00 p.m.3:00 p.m.
Chicago Loop & River North
Chicago Cubs vs. St. Louis Cardinals
Sep26
Friday, September 26th
1:20 p.m.4:00 p.m.
Wrigley Field
1060 West Addison Street
Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen
Sep26
Music & Comedy, Theatre & Performing Arts

Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen

Overview Ravel’s jazz-fueled Piano Concerto in G Major fits Alice Sara Ott “like a custom suit,” raves The New York Times. Ott presents the glittering score…

Friday, September 26th
1:30 p.m.3:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Chicago Skyline Sail – Escape the City Hustle
Sep26
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…

Friday, September 26th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Vegan Farmers Market
Sep26
Festivals, Fairs & Special Events

Chicago Vegan Farmers Market

A weekly farmers market featuring fresh produce, baked goods, vintage clothing and other items has kicked off in West Town — and its offerings are…

Friday, September 26th
4:00 p.m.8:00 p.m.
Liberation Kitchen
2054 W Grand Ave
Aladerri International Film Festival
Sep26
Festivals, Fairs & Special Events

Aladerri International Film Festival

Aladerri International Film Festival (AIFF) is dedicated to the celebration of ‘Short Films’ a multi-day event in Chicago supporting filmmakers and giving them an opportunity…

Friday, September 26th
4:00 p.m.10:00 p.m.
Facets Cinema
1517 W. Fullerton
90 Minute Architecture River Tour in Chicago
Sep26
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…

Friday, September 26th
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
Evanston Art Center’s 23rd Annual Winter Arts & Crafts Expo
Sep26
Museums, Galleries & Exhibitions

Evanston Art Center’s 23rd Annual Winter Arts & Crafts Expo

The Evanston Art Center (EAC) is excited to announce our Call for Art for our 23rd Annual Winter Arts & Crafts Expo. EXHIBITION: 23rd Annual…

Friday, September 26th
5:00 p.m.7:00 p.m.
Evanston Art Center
1717 Central St
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