Things to do in Chicago worth leaving the house for.

The neighbourhoods are the whole point, and I'd rather send you to Pilsen or Logan Square than anywhere downtown.

These 4,315 activities are worth leaving the house for.
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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.

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.

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.

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.

A Quiet End

A Quiet End

November 3 at 7:30pm

Open Space Arts · Sheridan Park

Three gay men living together during the early years of AIDS confront an epidemic rapidly reshaping their lives and relationships in Robin Swados’ deeply human drama, presented as a special 40th-anniversary staged reading at Open Space Arts.

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4,315 activities · Page 1 / 72

All activities

Tue, Nov 3 · 7:00 PM

PRIVATE Online Chicago-Style Deep Dish Pizza Class with Nancy

Chicago · Chicago

Tue, Nov 3 · 7:00 PM

Jeopardy Bar League

Lark Restaurant & Bar · Lake View East

$$

Tue, Nov 3 · 7:00 PM

Toy Story Trivia Night

Snakes & Lattes Chicago · Logan Square

$

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 · 4:30 PM

MLDS Minor Kickoff

Technological Institute · Evanston

Tue, Nov 3 · 8:00 PM

Tuesday Night Trivia

The Globe Pub · North Center

$$

Tue, Nov 3 · 6:00 PM

Tuesday Trick Shot Trivia

AceBounce · Chicago Loop

$$

Tue, Nov 3 · 4:30 PM

Chicago Scavenger Hunt by Operation City Quest

Congress Plaza Garden - South · Chicago Loop

$0-$10

Tue, Nov 3 · 7:00 PM

Northwestern University Women's Basketball vs Milwaukee

Welsh-Ryan Arena · Evanston

Tue, Nov 3 · 5:00 PM

TRACE Fall Internship Opportunity

Austin Town Hall Park · Austin

Tue, Nov 3 · 6:00 PM

Downtown Chicago Loop Walking Tour (Private)

Chicago Private Tours · Chicago Loop

$0-$27

Tue, Nov 3 · 9:00 PM

Open Mic Chicago

Laugh Factory · Lake View East

Tue, Nov 3 · 7:00 PM

Weekly Trivia Tuesdays

Punch Bowl Social · Fulton Market District

$0

Tue, Nov 3 · 6:00 PM

Puzzle Swap

Evanston Public Library · Evanston

Tue, Nov 3 · 7:00 PM

Cantina Night

Dark Matter Coffee - The Mothership · West Town

$

Tue, Nov 3 · 7:30 PM

Fresh Faces of Chicago

Laugh Factory Chicago · Lake View East

Tue, Nov 3 · 11:00 PM

Cantina Night

Marz Community Brewing Co. · McKinley Park

Tue, Nov 3 · 5:00 PM

The Performance Bar

Chicago Magic Lounge · Ravenswood

Free

Tue, Nov 3 · 8:00 PM

Tuesday Karaoke in Luna's Pub!

Norris University Center · Evanston

Free to all!

Tue, Nov 3 · 7:00 PM

Kokandy Productions Jekyll & Hyde

Broadway Playhouse at Water Tower Place · Streeterville

Tue, Nov 3 · 6:00 PM

DePaul Athletics Women’s Basketball

Wintrust Arena · Near South Side

$15.50-$76.50

Tue, Nov 3 · 8:00 PM

Trivia Night at Cleo's

Cleos Bar and Grill · West Town

$$

Tue, Nov 3 · 7:00 PM

ZUMBA

Henry Crown Sports Pavilion · Evanston

Tue, Nov 3 · 8:00 PM

TRIO NEXUS

The Green Mill · Uptown

$$

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 · 6:00 PM

ESL Practice: English Conversation Group

West Town Branch, Chicago Public Library · West Town

Tue, Nov 3 · 4:30 PM

Crafting with Community: Jewelry

Greater Lawn Mental Health · West Elsdon

Tue, Nov 3 · 7:00 PM

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

FITZGERALDS · Berwyn

$10 in Advance // $15 Day of Show

Tue, Nov 3 · 5:00 PM

Museum of Contemporary Art

Museum Of Contemporary Art Chicago · Streeterville

Tue, Nov 3 · 4:30 PM

*small is all*

South Shore Cultural Center · South Shore

Free

Tue, Nov 3 · 5:00 PM

Chicago Downtown Private Guided Walking Tour

The Peninsula Chicago · River North

$409-$611

Tue, Nov 3 · 9:00 PM

Wine Lips

Sleeping Village · Avondale

$20

Tue, Nov 3 · 8:00 PM

Baila Tuesdays

Barcocina West Town · West Town

$$

Tue, Nov 3 · 5:00 PM

TRACE Fall Internship Opportunity at Hamilton

Hamilton Park Cultural Center Fieldhouse · Englewood

Tue, Nov 3 · 7:00 PM

The Showcase

Chicago Magic Lounge · Ravenswood

Tue, Nov 3 · 5:00 PM

Jack's Pumpkin Pop-Up

Jack's Pumpkin Pop-up · West Town

Tue, Nov 3 · 6:00 PM

NL VFW Tue Bingo

Bremen VFW Post 2791 · Tinley Park

Tue, Nov 3 · 5:00 PM

Private Architectural Walking Tour in Chicago Cultural Center

Chicago Cultural Center · Chicago Loop

Tue, Nov 3 · 5:00 PM

Private Architectural Walking Tour in Chicago Loop Landmarks

Intelligentsia Coffee Monadnock Coffeebar · Chicago Loop

$1739

Tue, Nov 3 · 7:30 PM

The Blasting Company – Over the Garden Wall Tour

The Vic Theatre · Lake View East

Tue, Nov 3 · 5:00 PM

Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

Wendella Tours & Cruises · Chicago Loop

$476

Tue, Nov 3 · 6:00 PM

Chicago Candle Making Class On Magnificent Mile

900 North Michigan Shops · Streeterville

$75

Tue, Nov 3 · 5:00 PM

Private Cultural Walking Tour in Chicago with Lakefront Landmarks

Millennium Park · Chicago Loop

$1729

Tue, Nov 3 · 11:00 PM

Sisters

Writers Theatre · Glencoe

Tue, Nov 3 · 6:00 PM

Beginners I - Fall 2026

Swedish American Museum · Andersonville

$250

Tue, Nov 3 · 5:00 PM

Mon, Tues, & Weds: B2G1 FREE pound of seafood + BYOB

The Crab Pad · Logan Square

$0

Tue, Nov 3 · 6:00 PM

Relax Attack Jazz Series

The Whistler · Logan Square

Free

Tue, Nov 3 · 6:30 PM

Lakeview Run Club

The Nettelhorst School · Lake View East

Tue, Nov 3 · 5:00 PM

Black Lagoon

The Parlour at The Albion · Lincoln Park

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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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