Date Night Ideas This Week in Chicago.

These 594 activities are worth leaving the house for.
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Cinema

Black Harvest Film Festival 2026

Black Harvest Film Festival 2026

Every day at 7pm from Nov. 6 to Nov. 15

Gene Siskel Film Center · Chicago Loop

Seventy-five films from 18 countries fill the 32nd Black Harvest Film Festival at the Gene Siskel Film Center, featuring 60 Chicago premieres, 4K restorations, and more than 50 attending filmmakers leading screenings and conversations.

Norris Fall Film Series

Norris Fall Film Series

November 11 at 7pm

Norris University Center · Evanston • Free

Free scary movies under the stars: Norris Programs screens spooky favorites like Sinners and I Know What You Did Last Summer on Cohen Lawn. Bring a blanket, grab your friends, and lean into spooky season.

Showing Up

Showing Up

November 18 at 6:30pm

Chicago Cultural Center · Chicago Loop • $0

This monthly film club digs into what it actually means to make art for a living, screening contemporary films about creative work and its hidden struggles. It's free, thoughtful, and held inside one of Chicago's most breathtaking buildings.

Performances

73 Seconds

73 Seconds

November 5 at 7:30pm +3

Wirtz Center for the Performing Arts · Streeterville • General Public $20 · Full-Time Students $12 · Full-Time NU Students $8–$12

An overhead projector and a 1980s VCR camera set the stage as creator Jared Mezzocchi uses simple technology to transport audiences from a diner to outer space during this multimedia exploration of the Challenger disaster.

Vape! The Grease Parody

Vape! The Grease Parody

November 5 at 2:30pm +63

Apollo Theater · Sheffield & DePaul

Dragged through a cloud of strawberry-scented vapor and a TikTok filter, this unhinged spoof of Grease lands at the Apollo Theater for an eighty-five minute run packed with hallway clout, secret romances, and rivalries.

Hoop Dancing with Starr Chief Eagle at Douglass

Hoop Dancing with Starr Chief Eagle at Douglass

November 6 at 6pm

Douglass (Anna and Frederick) Park · Marshall Square • Free

Up to twenty-two interlocking hoops shape creatures and stories as Starr Chief Eagle performs traditional Lakota hoop dancing at Douglass Park during an interactive presentation exploring language, art, and cultural knowledge.

Adirondack Chair Circle

Adirondack Chair Circle

November 6 at 7:30pm +20

Steppenwolf Theatre Company · Lincoln Park

Armed with pickleball paddles and hard kombucha, a suburban circle converges on the school board to ban library books in Stephanie Alison Walker's piercing world premiere, directed by Pam MacKinnon at the Ensemble Theater.

Concerts

Beethoven 5 & Mao Fujita

Beethoven 5 & Mao Fujita

November 5 at 7:30pm +3

Symphony Center · Chicago Loop

Da-da-da-DUM: fate knocks at Symphony Center. Hear Beethoven's most famous symphony performed in a hall with stunning acoustics, featuring rising piano star Mao Fujita.

(5pm - 7pm) ANDY BROWN

(5pm - 7pm) ANDY BROWN

November 5 at 5pm +7

Green Mill Jazz Club · Uptown • No cover charge

Andy Brown performs an early evening set at the Green Mill Jazz Club.

Jamaican born Piano Master Monty Alexander

Jamaican born Piano Master Monty Alexander

November 5 at 8pm +3

Jazz Showcase · Chicago Loop • $30-$35

Nearly sixty years after leaving Kingston, Grammy-nominated pianist Monty Alexander brings his spirited blend of jazz, blues, calypso, and reggae to the stage, accompanied by bassist Lorin Cohen and drummer Neal Smith.

Craig Taborn Trio

Craig Taborn Trio

November 6 at 7:30pm

The University of Chicago · Hyde Park

Craig Taborn bends jazz piano into thrilling new shapes, where acoustic tradition collides with electronic curiosity. His trio delivers improvisations that feel both cerebral and deeply soulful.

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All activities

Thu, Nov 12 · 6:00 PM

High Lights 6-Week Creative Writing Workshop

Evanston Public Library · Evanston

Fri, Nov 6 · 7:00 PM

Drunk Shakespeare: Drunk Dracula (21+ Event)

The Lion Theatre · Chicago Loop

Fri, Nov 6 · 6:30 PM

The Second City's: Pandemonium, Please Hold

Second City Main Stage · Old Town Triangle

Thu, Nov 12 · 8:00 PM

Alan Gresik's Swing Orchestra

The Green Mill · Uptown

$$

Thu, Nov 12 · 6:30 PM

Chicago Comedy Club

Foundation Room Chicago · River North

$$

Thu, Nov 12 · 5:30 PM

Freedom to Express

North River Mental Health · North Park

Fri, Nov 6 · 5:00 PM

The Performance Bar

Chicago Magic Lounge · Ravenswood

Free

Fri, Nov 6 · 7:00 PM

Kokandy Productions Jekyll & Hyde

Broadway Playhouse at Water Tower Place · Streeterville

Fri, Nov 6 · 8:00 PM

TRIO NEXUS

The Green Mill · Uptown

$$

Thu, Dec 3 · 8:00 PM

Prairie Moon Open Jazz Jam Session

Prairie Moon · Evanston

Free

Fri, Nov 6 · 6:00 PM

Chicago Candle Making Class On Magnificent Mile

900 North Michigan Shops · Streeterville

$75

Wed, Nov 11 · 6:00 PM

Deep Dish Cooking Class at Pizzeria Uno in Chicago

Pizzeria Uno · River North

$59

Fri, Nov 6 · 7:00 PM

Vision in the Rhythm

Banging Gavel Brews · Tinley Park

$$

Fri, Nov 6 · 8:00 PM

Los Gemelos de Sinaloa: The Gemeliza Tour

Aragon Ballroom · Uptown

Fri, Nov 6 · 10:30 PM

THE INFINITE WRENCH

The Neo-Futurists · Ravenswood

Fri, Nov 6 · 7:00 PM

Chris Moran performing live

Ed & Joe's Restaurant & Pizzeria · Tinley Park

$$

Fri, Nov 6 · 11:30 PM

Chicago's Best Stand Up

Laugh Factory · Lake View East

Fri, Nov 6 · 8:00 PM

Camylio

Ramova Theatre · Bridgeport

Fri, Nov 6 · 5:00 PM

(5pm - 7:15 pm) Chris Foreman

Green Mill Jazz Club · Uptown

$$

Fri, Nov 6 · 7:00 PM

Ninth Key

Cobra Lounge · West Loop

$26-$33

Fri, Nov 6 · 7:30 PM

Dancing on the Spot Presents Artist(s) Statement!

Berger Park Cultural Center · Edgewater

$15

Fri, Nov 6 · 7:00 PM

Ringling Bros. and Barnum & Bailey with Special Guest Bello Nock

Allstate Arena · Rosemont

Fri, Nov 6 · 5:00 PM

Dia de los Muertos at Marquette

Marquette (Jacques) Park · Chicago Lawn

Free

Fri, Nov 6 · 5:00 PM

Chris Foreman

Green Mill Jazz Club · Uptown

$$

Fri, Nov 6 · 8:00 PM

Jon Cleary & The Absolute Monster Gentlemen

Evanston SPACE · Evanston

$47.17-$73.72

Fri, Nov 6 · 11:59 PM

GREEN MILL JAM SESSION with MARQUIS HILL

Green Mill Jazz Club · Uptown

$5

Fri, Nov 6 · 7:00 PM

Pandji Pragiwaksono at The Comedy Bar

The Comedy Bar · Streeterville

$25-$35

Fri, Nov 6 · 9:00 PM

@NICKCHEO the *TOUR* the *MOVIE*

Chop Shop · West Town

$26.22

Fri, Nov 6 · 7:30 PM

Justin Silva – Sorta Rican Tour

The Vic Theatre · Lake View East

Fri, Nov 6 · 8:00 PM

Chicago Farmer & The Fieldnotes

Garcia's Chicago · West Loop

Fri, Nov 6 · 9:00 PM

3033 Feat. Devil’s Daughter

iO Theater · Goose Island

Fri, Nov 6 · 5:00 PM

Golden Hour Featuring MJAM & Not Your Nani

Epiphany Center for the Arts · West Jackson Boulevard District

Free

Fri, Nov 6 · 8:00 PM

Pedro Fernández Concert

Rosemont Theatre · Rosemont

Fri, Nov 6 · 7:30 PM

Phoebe Robinson

Thalia Hall · Lower West Side

Tickets start at $48

Fri, Nov 6 · 8:30 PM

CHARLIE PARR: Rooming House Record Release w/ special guest Ross Thorn!

FITZGERALDS NIGHTCLUB · Berwyn

Fri, Nov 6 · 7:00 PM

What’s Yours Like

Mrs. Murphy & Sons Irish Bistro · North Center

$15

Fri, Nov 6 · 8:00 PM

FREE LIVE COMEDY - 2 Marks and a Mic Open Mic

Bizzy Bees · Forest Park

Free

Fri, Nov 6 · 8:00 PM

Pieta Brown with special guest Ani Mari

Old Town School of Folk Music - The Myron R. Szold Music & Dance Hall · Lincoln Square

$36

Fri, Nov 6 · 7:30 PM

Giordano Dance Chicago

George Van Dusen Theatre at North Shore Center · Skokie

$26-$85

Fri, Nov 6 · 8:30 PM

The Singleman Affair + Temp Wishes

Constellation · North Center

Fri, Nov 6 · 7:00 PM

Rachel Scanlon Live

Park West · Lincoln Park

Fri, Nov 6 · 7:30 PM

Percussion Ensemble

Pick-Staiger Concert Hall · Evanston

$6 general public / $4 students with valid ID

Fri, Nov 6 · 8:00 PM

Jai Wolf - Ages 18+

Concord Music Hall · Logan Square

$25

Fri, Nov 6 · 7:00 PM

BERT KREISCHER: PERMISSION TO PARTY

The Chicago Theatre · Chicago Loop

Fri, Nov 6 · 8:00 PM

Dreamgirls

Epiphany Center for the Arts · West Jackson Boulevard District

Advanced $30 · Day of Show $40 · VIP Table for 2 $100

Fri, Nov 6 · 7:00 PM

That ‘70s Songbag

Old Town School of Folk Music · Lincoln Square

$30

Fri, Nov 6 · 6:00 PM

GERALD DOWD'S Song Of The Month Club w/ Special Guest NOAH GABRIEL!

FitzGerald's · Berwyn

Free Show

Fri, Nov 6 · 9:00 PM

Ify Nwadiwe

The Comedy Bar · Streeterville

$20-$35

Fri, Nov 6 · 8:00 PM

Sophie Hunter

Avondale Music Hall · Irving Park

Fri, Nov 6 · 7:30 PM

“Peter Pan” at The Theatre School at DePaul University

The Theatre School at DePaul University · Lincoln Park

$30

Fri, Nov 6 · 7:00 PM

Parra for Cuva

Outset · West Town

Date Night Ideas in other cities

Frequently asked questions

Where do I start with Chicago’s live-performance scene?

Check what’s playing at Steppenwolf Theatre Company for theatre, or Sleeping Village for live music. Read about the actual production or listen to the artist before choosing. You don’t need to recognise a name for it to be your kind of evening.

How do I turn a Chicago event into a whole evening?

Choose the show first, then make plans nearby. Leave enough room between dinner and curtain time to enjoy both. Tell me where you’re staying and whether you’re taking transit, and I can help narrow the search to an evening that fits together.

How can Outgoing help me find something I’ll actually want to do?

Tell me when you’re free, where you’ll be, and what sounds appealing. “Live music near me, somewhere I can sit, under $30” gives me more to work with than “something fun.” You can keep narrowing it down with me.

Do I need an account to use Outgoing?

You can browse these pages without an account. Sign in to save activities and help me learn your taste, so future suggestions have a better starting point.

Is Outgoing free?

Outgoing is free to use. Events have their own admission prices, including some that are free. Check the listing for prices and booking details before making plans.

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