Guy’z Nite Comedy Show at The Comedy Bar
Oct27
Music & Comedy

Guy’z Nite Comedy Show at The Comedy Bar

Guy’z Nite is a wildly known weekly sold out comedy show headlined by Guy Reuven, starring NEW celebrity lineups of Hollywood’s BIGGEST comedians including Ismo,…

Tuesday, October 27th
7:00 p.m. – 9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Xfinity’s “Surviving Dead Zones” Event at Green Door Tavern
Oct27
Festivals, Fairs & Special Events

Xfinity’s “Surviving Dead Zones” Event at Green Door Tavern

Join Xfinity from 7-9pm on Tuesday, October 27 for Surviving Dead Zones, a Halloween night of treats (and a few tricks) for guests 21+ at…

Tuesday, October 27th
7:00 p.m. – 9:00 p.m.
The Green Door Tavern
678 N Orleans St
Haunted History Tours at Lincoln Park Zoo
Oct27
Tours & Attractions

Haunted History Tours at Lincoln Park Zoo

Join Adam Selzer—author, podcaster, and host of Mysterious Chicago Tours—for spine-tingling walkabouts that dig into the zoo’s cemetery roots and locations from throughout its allegedly…

Tuesday, October 27th
7:00 p.m. – 9:30 p.m.
Matt and Ben
Oct27
Theatre & Performing Arts

Matt and Ben

Taylor McWilliams-Woods and Maddy Hudson bring Matt Damon and Ben Affleck to life in Mindy Kaling and Brenda Withers’ acclaimed 2003 play, Matt & Ben.…

Tuesday, October 27th
7:30 p.m. – 9:00 p.m.
Bughouse Theater
1910 West Irving Park Road
Joanne Mcnally – Pinotphile Tour
Oct27
Music & Comedy

Joanne Mcnally – Pinotphile Tour

Joanne McNally is performing live in Chicago on Tuesday, October 27, 2026, as part of her hotly anticipated new North American stand-up comedy tour, “Pinotphile”.

Tuesday, October 27th
7:30 p.m. – 9:30 p.m.
The Vic Theatre
3145 N. Sheffield
Piano Trios: Beethoven, Smetana, and Dvořák Chamber Music Society of Lincoln Center
Oct27
Theatre & Performing Arts

Piano Trios: Beethoven, Smetana, and Dvořák Chamber Music Society of Lincoln Center

The piano trio has long offered composers a direct and personal means of expression, and this program brings together three works that reveal the form…

Tuesday, October 27th
7:30 p.m. – 9:30 p.m.
Harris Theater, Millennium Park
205 E. Randolph St.
Topdog/Underdog
Oct27
Theatre & Performing Arts

Topdog/Underdog

“Take thuh cards and show me whatcha got!” Brothers Lincoln and Booth, named in jest, are two Black men living in America just trying to…

Tuesday, October 27th
7:30 p.m. – 9:30 p.m.
Tedeschi Trucks Band – Future Soul 2026 Tour
Oct27
Music & Comedy

Tedeschi Trucks Band – Future Soul 2026 Tour

Award-winning blues-rock powerhouse The Tedeschi Trucks Band will conclude their “Future Soul 2026 Tour” with a four-night stand in Chicago in October 2026.

Tuesday, October 27th
7:30 p.m. – 10:30 p.m.
The Chicago Theatre
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614
Sienna Spiro – My House Tour
Oct27
Music & Comedy

Sienna Spiro – My House Tour

Sienna Spiro is performing live in Chicago on Tuesday, October 27, 2026, at The Riviera Theatre as part of her massive My House Tour world…

Tuesday, October 27th
7:30 p.m. – 10:30 p.m.
The Riveria Theater
4746 N Racine Ave
Pandemonium, Please Hold
Oct27

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Tuesday, October 27th
8:00 p.m. – 9:30 p.m.
The Second City
1616 N. Wells St.
Comic Court: Chicago’s #1 Comedy Court Show
Oct27

Comic Court: Chicago’s #1 Comedy Court Show

Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…

Tuesday, October 27th
9:00 p.m. – 10:30 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave
The 11pm Show
Oct27
Oct28
Music & Comedy

The 11pm Show

Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…

Tuesday, October 27th
11:00 p.m. – Wednesday, October 28th
12:00 a.m.
iO Theater
1501 N. Kingsbury St.
Theater of the Mind
Oct28

Theater of the Mind

Now Extended Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created by David Byrne…

Wednesday, October 28th
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
NoMI Gallery | Everything is Bright. All Things are Beautiful.
Oct28

NoMI Gallery | Everything is Bright. All Things are Beautiful.

NoMI Gallery Presents: 萬物生輝 Everything is Bright. All Things are Beautiful. NoMI is proud to present a curated exhibition by contemporary artist Dwight Hwang, whose…

Wednesday, October 28th
NoMI
800 N. Michigan Ave
We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago
Oct28

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

The new public art exhibit We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago celebrates the 250th anniversary of the Declaration…

Wednesday, October 28th
Greektown Chicago
300 S. Halsted
Chicago By Night River & Lake
Oct28
Tours & Attractions

Chicago By Night River & Lake

Glide along the Chicago River and Lakefront as you’re dazzled by the sparkle of the city at night. Hear lively commentary as you feel the…

Wednesday, October 28th
Chicago’s First Lady Cruises
112 E Wacker Drive
Creepy Cruise
Oct28
Tours & Attractions

Creepy Cruise

From strange sightings to eerie haunts, mobsters and more, our latest nighttime tour takes you into Chicago’s shadowy past. Cruise along the Chicago River as…

Wednesday, October 28th
Chicago’s First Lady Cruises
112 E Wacker Drive
Fright at the Field
Oct28
Museums, Galleries & Exhibitions

Fright at the Field

Spooky season has arrived at the Field Museum! Join us for Fright at the Field, a Halloween experience featuring the return of Underground MISAdventure, and…

Wednesday, October 28th
The Field Museum
1400 S Lake Shore Dr,
America@250 – Now is the Time: Artists Go to Work
Oct28
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

America@250 – Now is the Time: Artists Go to Work

On July 4, 2026, America turned 250 years old. To reckon with the 250th anniversary of the Declaration of Independence is to reckon with freedom…

Wednesday, October 28th
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
“Pulitzer on the Road: Prize-Winning Works That Inform, Empower & Inspire”
Oct28
Museums, Galleries & Exhibitions, Tours & Attractions

“Pulitzer on the Road: Prize-Winning Works That Inform, Empower & Inspire”

The Pulitzer Prizes and American Library Association are bringing Pulitzer on the Road to the Harold Washington Library Center this fall. Opening October 14, the…

Wednesday, October 28th
8:00 a.m. – 5:00 p.m.
Harold Washington Library Center
400 S. State Street
Created Equal: The Premises and Promises of the Declaration of Independence
Oct28
Museums, Galleries & Exhibitions

Created Equal: The Premises and Promises of the Declaration of Independence

The Declaration of Independence grounded the revolutionary right of a people to overthrow a government in the philosophical premise that “all men are created equal.”…

Wednesday, October 28th
9:00 a.m. – 4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Moving Identities: 16 Voices of Belonging
Oct28
Museums, Galleries & Exhibitions

Moving Identities: 16 Voices of Belonging

Moving Identities: 16 Voices of Belonging gives voice to communities whose stories are too often left out of public conversation. Featuring 16 works across painting,…

Wednesday, October 28th
10:00 a.m. – 4:45 p.m.
Chicago Cultural Center – Claudia Cassidy Theater
78 E Washington Street
Homeschool Days at PEPPA PIG World of Play Chicago
Oct28

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, October 28th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Tangible Sound: Arrival to a Higher Ground
Oct28

Tangible Sound: Arrival to a Higher Ground

Imagine walking inside the thunderous sound of a taiko drum or feeling enveloped by the sinuous sounds of a saxophone, cello, or bass. What if…

Wednesday, October 28th
10:00 a.m. – 5:00 p.m.
Chicago Cultural Center
78 E Washington St