Date Night Ideas This Week in Chicago.

These 611 activities are worth leaving the house for.
Ask me for something more specific.

Cinema

Three Views of London with filmmaker John Smith in person

Three Views of London with filmmaker John Smith in person

November 4 at 7pm

Block Museum of Art, Mary and Leigh · Evanston • Free

Filmmaker John Smith appears in person for a screening of three films surveying five decades of London's urban transformation, followed by a discussion at the Block Museum of Art.

Blade Runner – Live In Concert

Blade Runner – Live In Concert

November 4 at 7:30pm

The Chicago Theatre · Chicago Loop

Blade Runner like you've never heard it: the 2007 Final Cut on a giant HD screen while The Avex Ensemble plays Vangelis' synth-soaked score live, perfectly synced to every neon-drenched frame.

Listening to Chicago: Denis Mitchell and Studs Terkel

Listening to Chicago: Denis Mitchell and Studs Terkel

November 5 at 7pm

Block Museum of Art, Mary and Leigh · Evanston • Free

A slap in the face to some and a monstrosity to Mayor Richard Daley, Denis Mitchell's 1961 Chicago documentary screens alongside a 1975 Studs Terkel portrait, followed by a panel discussion at the Block Museum of Art.

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.

Performances

Black Lagoon

Black Lagoon

Every day at 5pm

The Parlour at The Albion · Lincoln Park

Chicago's outpost of the international Black Lagoon pop-up turns The Albion Manor's second floor into a fully decked-out Halloween haunt. Expect eerie cocktails in custom-branded glassware, a Halloween Burlesque show, and a surprisingly great bowl of Pozole.

Adirondack Chair Circle

Adirondack Chair Circle

November 3 at 7:30pm +22

Steppenwolf Theatre · Lincoln Park

Armed with pickleball paddles and hard kombucha, a circle of suburban mothers plots to ban school library books in Stephanie Alison Walker's piercing world premiere at Steppenwolf Theatre, directed by Pam MacKinnon.

Tomato Throw Show

Tomato Throw Show

November 3 at 7pm

The Comedy Bar · Streeterville • $22-$25

Part comedy show, part live game: a lineup of comics takes the stage while the audience pelts the flops with fake tomatoes. Heckling has never been so hands-on.

Adirondack Chair Circle

Adirondack Chair Circle

November 3 at 7:30pm +30

Black Ensemble Theater · Ravenswood

Pickleball paddles, hard kombucha, and a school board showdown: this world premiere skewers suburban book-banning with biting wit. Chicago playwright Stephanie Alison Walker finds the hilarious hypocrisy in the causes we champion.

Concerts

Margaret Glaspy

Margaret Glaspy

November 3 at 8pm

Old Town School of Folk Music - Gary & Laura Maurer Concert Hall · Lincoln Square • $45

Margaret Glaspy brings her sharp, self-searching indie-folk to a hall that knows a thing or two about honest songs. With special guest Olive Klug adding unfiltered, Joni Mitchell-styled vulnerability, it is a night for listeners who like their music confessional and close.

Gabriel Wade Quintet

Gabriel Wade Quintet

November 3 at 8pm

Jazz Showcase · Chicago Loop • $25

First-place winner of the National Trumpet Competition Gabriel Wade brings his quintet to the Jazz Showcase stage, featuring Jared Schultz on saxophone, Isaiah Jones Jr. on piano, Nat Lin on bass, and Sid Smith IV on drums.

WDCB Bluesday Tuesday w/ Host Scott "Hambone" Hammer: BILLY BRANCH & The Sons of Blues

WDCB Bluesday Tuesday w/ Host Scott "Hambone" Hammer: BILLY BRANCH & The Sons of Blues

November 3 at 7pm

FITZGERALDS · Berwyn • $10 in Advance // $15 Day of Show

When Billy Branch lifts his harmonica at Fitzgeralds, his gritty Chicago blues echo through the club, while patrons can sip $5 Revolution Brewery pints and grab BBQ at Babygold before the 7 pm set.

Wine Lips

Wine Lips

November 3 at 9pm

Sleeping Village · Avondale • $20

Canadian garage-punk psych rockers Wine Lips bring their ear-scorching, adrenaline-pumping chaos to Sleeping Village's intimate stage. Expect a loud, rowdy, headbanging night.

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All activities

Tue, Nov 3 · 5:00 PM

TRACE Fall Internship Opportunity

Austin Town Hall Park · Austin

Mon, Nov 9 · 7:30 PM

Conversation - Fall 2026

Swedish American Museum · Andersonville

$250

Tue, Nov 3 · 5:00 PM

The Performance Bar

Chicago Magic Lounge · Ravenswood

Free

Mon, Nov 9 · 6:00 PM

Advanced - Fall 2026

Swedish American Museum · Andersonville

$250

Tue, Nov 3 · 8:00 PM

TRIO NEXUS

The Green Mill · Uptown

$$

Mon, Nov 9 · 8:00 PM

JOEL PATERSON & FRIENDS

Green Mill Jazz Club · Uptown

$10 cover

Mon, Nov 9 · 9:00 PM

Monday Pro Blues Jam

Fuller's Pub · Irving Park

$

Tue, Nov 3 · 5:00 PM

TRACE Fall Internship Opportunity at Hamilton

Hamilton Park Cultural Center Fieldhouse · Englewood

Thu, Nov 5 · 5:30 PM

Vinyasa Flow

Henry Crown Sports Pavilion · Evanston

Tue, Nov 3 · 5:30 PM

BODYPUMP

Henry Crown Sports Pavilion · Evanston

Free for Northwestern students/members · Non-members: Weekdays before 3 PM $13, After 3 PM & Weekends $20

Tue, Nov 3 · 5:30 PM

Ashtanga Yoga

Henry Crown Sports Pavilion · Evanston

Free for students/members; Non-members: $13 before 3 PM weekdays, $20 after 3 PM & weekends

Tue, Nov 3 · 8:00 PM

The Second City's: Pandemonium, Please Hold

Second City Main Stage · Old Town Triangle

Tue, Nov 3 · 9:00 PM

Open Mic Chicago

Laugh Factory · Lake View East

Tue, Nov 3 · 7:30 PM

Fresh Faces of Chicago

Laugh Factory Chicago · Lake View East

Tue, Nov 3 · 7:00 PM

Kokandy Productions Jekyll & Hyde

Broadway Playhouse at Water Tower Place · Streeterville

Tue, Nov 3 · 7:00 PM

ZUMBA

Henry Crown Sports Pavilion · Evanston

Tue, Nov 3 · 5:30 PM

Bilingual Yoga for the Community / Yoga Bilingüe para la Comunidad

Greater Lawn Mental Health · West Elsdon

Tue, Nov 3 · 7:00 PM

Pilates Barre

Henry Crown Sports Pavilion · Evanston

Tue, Nov 3 · 8:00 PM

CHICAGO CELLAR BOYS

The Green Mill · Uptown

$10

Tue, Nov 3 · 7:30 PM

A Quiet End

Open Space Arts · Sheridan Park

Tue, Nov 3 · 7:00 PM

The Showcase

Chicago Magic Lounge · Ravenswood

Tue, Nov 3 · 7:30 PM

The Blasting Company – Over the Garden Wall Tour

The Vic Theatre · Lake View East

Tue, Nov 3 · 6:00 PM

Chicago Candle Making Class On Magnificent Mile

900 North Michigan Shops · Streeterville

Tue, Nov 3 · 6:00 PM

Beginners I - Fall 2026

Swedish American Museum · Andersonville

$250

Tue, Nov 3 · 6:00 PM

Relax Attack Jazz Series

The Whistler · Logan Square

Free

Tue, Nov 3 · 7:30 PM

Beginners II - Fall 2026

Swedish American Museum · Andersonville

$250

Tue, Nov 3 · 8:00 PM

Tuesday Karaoke in Luna's Pub!

Luna's Pub and Grill · Evanston

Free

Wed, Nov 4 · 8:00 PM

Pete's Dueling Piano Bar Wednesday Night Show

Pete's Dueling Piano Bar · Rosemont

Wed, Nov 4 · 6:30 PM

Christmas Wood Painting

Sip. Wine Bar · Tinley Park

$$

Wed, Nov 4 · 6:00 PM

Open Mic Night

Ed & Joe's Restaurant & Pizzeria · Tinley Park

$$

Wed, Nov 4 · 7:30 PM

Scott Bradlee's Postmodern Jukebox

Vic Theatre · Lake View East

Wed, Nov 4 · 8:00 PM

Stand Ups, Sit Down

Laugh Factory · Lake View East

Wed, Nov 4 · 6:00 PM

Beginner Traditional Chinese MAHJONG Lessons at Chef Shangri La

Chef Shangri-La · North Riverside

$$

Wed, Nov 4 · 9:00 PM

Relax Attack Jazz Series: THE BRIDGE

The Whistler · Logan Square

Free

Wed, Nov 4 · 8:00 PM

Raíces Latin Jazz Quintet

Jazz Showcase · Chicago Loop

$25

Wed, Nov 4 · 7:00 PM

Isabel Dumaa with Emily How

Beat Kitchen · North Center

$$

Wed, Nov 4 · 8:00 PM

ALFONSO PONTICELLI

The Green Mill · Uptown

$$

Wed, Nov 4 · 7:30 PM

Advanced II - Fall 2026

Swedish American Museum · Andersonville

$250

Wed, Nov 4 · 7:00 PM

Liz Mandeville's Bourbon & Blues Review

Le Piano · Rogers Park

$$

Wed, Nov 4 · 7:00 PM

HENRY CARPENDER QUINTET

Fitzgerald's Sidebar · Berwyn

Free

Wed, Nov 4 · 6:00 PM

Swedish Media - Fall 2026

Swedish American Museum · Andersonville

$250

Wed, Nov 4 · 7:30 PM

Eivør – 2026 North American Tour

Park West · Lincoln Park

Wed, Nov 4 · 8:00 PM

Open Mic Comedy

Comedy Plex Comedy Club · Oak Park

Wed, Nov 4 · 7:00 PM

SOMBR - You Are The Reason Tour

United Center · Near West Side

Wed, Nov 4 · 8:00 PM

Béla Fleck: My Bluegrass Heart

Cahn Auditorium · Evanston

$63.90-$126.25

Wed, Nov 4 · 7:00 PM

HENRY CARPENDER live in the SIDEBAR!

FITZGERALDS · Berwyn

Free

Wed, Nov 4 · 8:00 PM

Satsang

Garcia's Chicago · West Loop

Thu, Nov 5 · 6:30 PM

Chicago BYOT Screen Printing Workshop: Make Your Own Art Tee

Remade in Chicago · Logan Square

Wed, Nov 4 · 5:30 PM

Bluefin Tuna Experience

Miru · Chicago Loop

$165

Wed, Nov 4 · 8:00 PM

Ho99o9

Reggie's Rock Club · Near South Side

From $88

Wed, Nov 4 · 8:00 PM

Lizzy & the Triggermen

Old Town School of Folk Music - Gary & Laura Maurer Concert Hall · Lincoln Square

$45

Wed, Nov 4 · 8:30 PM

Diles que no me maten

Constellation · North Center

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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