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Upcoming Chicago Events

Check out what's happening all around Chicago.

Improvised Shakespeare
Sep27
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare

Saturday, September 27th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Chicago a cappella presents Cantaré
Sep27
Music & Comedy

Chicago a cappella presents Cantaré

Pack your (musical) bags! We’re heading to Mexico with songs commissioned through our ¡Cantaré! program, showcasing the vibrant voices of this beautiful country. Through music, you’ll discover…

Saturday, September 27th
7:30 p.m.9:00 p.m.
National Museum of Mexican Art
1852 W. 19th St. , Chicago, IL, 60608
Big Bus Tours’ Sunset Live Tour
Sep27
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…

Saturday, September 27th
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
Louis CK – Ridiculous Tour
Sep27
Music & Comedy

Louis CK – Ridiculous Tour

Louis CK will bring the Ridiculous Tour to The Chicago Theatre September 25, 26 and 27.

Saturday, September 27th
7:30 p.m.9:30 p.m.
The Chicago Theatre
175 N. State
Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen
Sep27
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…

Saturday, September 27th
7:30 p.m.9:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Mr. Wolf
Sep27
Theatre & Performing Arts

Mr. Wolf

14 years ago, the infant Theresa was stolen from her parents. Now, the precocious 15-year-old has been rescued, and quickly returned to a family that…

Saturday, September 27th
7:30 p.m.9:30 p.m.
Refracted Theatre Company Presents “Dream Hou$e”
Sep27
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…

Saturday, September 27th
7:30 p.m.10:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
Remy Bumppo Theatre Company’s “Wish You Were Here”
Sep27
Theatre & Performing Arts

Remy Bumppo Theatre Company’s “Wish You Were Here”

Remy Bumppo Theatre Company’s first production in its 30th anniversary season is Wish You Were Here, written by Sanaz Toossi, Pulitzer Prize winner for English…

Saturday, September 27th
7:30 p.m.10:00 p.m.
Theater Wit
The Lincoln Lodge
Sep27
Theatre & Performing Arts

The Lincoln Lodge

The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…

Saturday, September 27th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Sep27
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday, September 27th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Maná – Vivir Sin Aire Tour
Sep27
Music & Comedy

Maná – Vivir Sin Aire Tour

Fresh off the heels of their historic Rock and Roll Hall of Fame nomination, legendary Mexican rock band MANÁ returns this fall with a spectacular…

Saturday, September 27th
8:30 p.m.11:30 p.m.
United Center
1901 W Madison St.
Here 4 A Bit *Naughty Improv
Sep27
Music & Comedy, Theatre & Performing Arts

Here 4 A Bit *Naughty Improv

Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…

Saturday, September 27th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Sep27
Music & Comedy, Theatre & Performing Arts

Best Of Annoyance Sketch

Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…

Saturday, September 27th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
Sep27
Music & Comedy, Theatre & Performing Arts

LET’S PLAY A GAME: Chicago’s scariest short-form show

Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…

Saturday, September 27th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Franz West: Millennium Park
Sep28
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…

Sunday, September 28th
Millennium Park
201 E Randolph St
Dungeons & Dragons: The Twenty-Sided Tavern
Sep28
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…

Sunday, September 28th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Messi Experience Chicago
Sep28
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,…

Sunday, September 28th
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
The Cellar Door: The Hilt Estate
Sep28
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…

Sunday, September 28th
The Oakville Grill & Cellar
163 N Green St
Teatro Zinzanni
Sep28
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…

Sunday, September 28th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Wolff’s Flea Market Opening Day
Sep28
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, September 28th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Sep28
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.

Sunday, September 28th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Sep28
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, September 28th
9:00 a.m.2:00 p.m.
Glenwood Alfresco
By A Thread: Nature’s Resilience
Sep28
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…

Sunday, September 28th
10:00 a.m.4:00 p.m.
Big Bus Tours’ Hop-On, Hop-Off Tour
Sep28
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.…

Sunday, September 28th
10:00 a.m.5:00 p.m.
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