Shopping in Chicago worth going out for.

These 131 activities are worth leaving the house for.
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The Grove Holiday Market

The Grove Holiday Market

November 12 at 10am +3

The Grove Redfield Estate · Glenview • $5

Holiday shopping with a storybook backdrop: 20+ artisans fill the historic Redfield Estate with handmade jewelry, ornaments, and gourmet treats, while lights twinkle across The Grove's grounds outside.

Empty Bowls at Douglass

Empty Bowls at Douglass

November 13 at 5pm

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

Buy a handmade ceramic bowl, fill it with soup from local chefs, and help fight food insecurity in Pilsen and Lawndale. A feel-good evening where dinner doubles as a donation.

analog market

analog market

November 15 at 11am

a. favorite design · East Albany Park • Free

A delightfully low-tech rebellion: ANALOG MARKET packs a sunlit second-floor loft with vintage postage, tin type portraits, beverage syrups, and handcrafted goods from local makers. Come browse the pre-internet treasures.

Woman's Club of Evanston Holiday Bazaar

Woman's Club of Evanston Holiday Bazaar

November 20 at 5:30pm +2

The Woman's Club of Evanston · Evanston • Free

Shop 50+ juried artisans in a gorgeous historic ballroom at this beloved 20-year tradition. The Woman's Club of Evanston opens its doors for a free weekend of curated gifts, ceramics, and holiday treats.

Sustainable Makers' Market at Peggy Notebaert Nature Museum

Sustainable Makers' Market at Peggy Notebaert Nature Museum

November 28 at 10am

Peggy Notebaert Nature Museum · Lincoln Park

Hand-tooled ornaments, needle-felted wool, upcycled miniatures, and repurposed wool blankets fill the South Gallery as local makers showcase goods crafted from natural, recycled, and upcycled materials to reduce holiday environmental impacts.

Palmhouse Holiday Market

Palmhouse Holiday Market

Dec. 12 & Dec. 13 at 11am

PALMHOUSE · Evanston • Free

Shop local makers and sip seasonal cocktails inside one of Evanston's most beautiful event spaces. The Palmhouse Holiday Market pairs curated gift stalls with festive music, hot chocolate, and serious holiday spirit.

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131 activities · Page 1 / 3

All activities

Fri, Oct 30 · 7:00 AM

The Lincoln Park Farmers Market

The Lincoln Park Farmers Market · Lincoln Park

Fri, Oct 30 · 9:00 AM

61st St. Farmers Market

61st Street Farmers Market · Woodlawn

Fri, Oct 30 · 10:00 AM

Buddy store

Chicago Cultural Center · Chicago Loop

Free

Fri, Oct 30 · 12:00 PM

Hamptons Farmers Market

Uptown Farmers Market · Sheridan Park

Sat, Oct 31 · 8:00 AM

Green City Market

Lincoln Park · Lincoln Park

Sat, Oct 31 · 8:00 AM

Arlington Heights Farmers Market

Arlington Hts Farmers Market · Arlington Heights

Sat, Oct 31 · 7:30 AM

Winnetka Farmers Market

Winnetka · Winnetka

Sat, Oct 31 · 7:30 AM

Downtown Evanston Farmers Market

Evanston Farmers' Market · Evanston

Sat, Oct 31 · 9:00 AM

South Loop Farmers Market: Printers Row

632 S Dearborn St · Chicago Loop

Sat, Oct 31 · 7:00 AM

Green City Market Lincoln Park

Lincoln Park · Lincoln Park

Sat, Oct 31 · 8:00 AM

Wilmette French Market

Wilmette Metra Station · Wilmette

Sat, Oct 31 · 7:00 AM

Oak Park Farmers' Market

Oak Park

Sun, Nov 1 · 7:30 AM

Skokie Farmers' Market

Skokie Farmers' Market · Skokie

Free

Wed, Nov 4 · 2:30 PM

Uptown Farmers Market

Sunnyside Mall · Sheridan Park

Thu, Nov 5 · 5:30 PM

Wayfair Tinsel & Toast Sip & Shop with Alex Stewart (@sassyconfetti)

The Wayfair Store · Wilmette

free

Sat, Nov 7 · 9:00 AM

Treasures & Trinkets Holiday Bazaar

Centennial Activity Center · Park Ridge

$2

Sat, Nov 14 · 10:00 AM

Central Street Holiday Stroll & Tree Lighting

Central Street · Evanston

Free

Sat, Nov 21 · 12:00 PM

Schaumburg Holiday Market

Meineke Recreation Center · Schaumburg

Sat, Nov 21 · 7:30 AM

Downtown Evanston Farmers Market Outdoor

Northwestern University · Evanston

Free

Sat, Nov 21 · 11:00 AM

Merry Makers Market

Palatine Township Center · Palatine

Free

Sat, Nov 28 · 11:00 AM

Downtown Evanston Small Business Saturday

Downtown Evanston · Evanston

Free

Sat, Dec 5 · 8:00 AM

Downtown Evanston's Winter Indoor Farmers Market

Immanuel Lutheran Church · Evanston

Free

Thu, Dec 10 · 4:00 PM

Downtown Evanston Warm Bevvy Walk

Downtown Evanston · Evanston

Free

Wed, Dec 16 · 5:00 PM

Evanston Made - Holiday Party

Evanston Made · Evanston

Free

The Christkindlmarket

Daley Plaza · Chicago Loop

Coco house

The CoCo Shop Chicago · West Town

Wicker Park Farmers Market

Wicker Park · Wicker Park

Lincoln Square Farmers Market

Lincoln Square Farmers Market · Lincoln Square

Sauced Night Market

Hoste · Lower West Side

Steelcase WorkLife Center

Steelcase Chicago · Fulton Market District

We're Glad You're Here Holidays - Shop Local

The Main-Dempster Mile, an Evanston Community Organization · Evanston

The Christkindlmarket

Gallagher Way · Lake View East

Book Clubs

Three Avenues Bookshop · Lake View

Story Time for Children

Three Avenues Bookshop · Lake View

Randolph Street Market

Plumbers Hall · Fulton Market District

Little Village

Little Village

Heartbreak Hill Running Company

Lincoln Park

Arlington Hts Farmers Market

Arlington Heights

Three Avenues Bookshop

Lake View

Original Maxwell Street Market

Little Italy

Three Stories Bookstore and More

Lemont

Warehouse 55

West Town

Wells Street Art Festival

Near North Side

The Main-Dempster Mile, an Evanston Community Organization

Evanston

Midwest Nice - Chicago

Lincoln Square

After-Words Bookstore

River North

Water Tower Place

Streeterville

American Girl Place - Chicago

Streeterville

Logan Square Farmers Market

Logan Square

Swap-O-Rama Flea Markets

Back of the Yards

Knee Deep Vintage

Lower West Side

Quimby's Bookstore

West Town

Sandmeyer's Bookstore

Chicago Loop

THE MART

River North

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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.

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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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