Shopping Events in Chicago

Check out happening shopping events all around Chicago, IL

Harper Court Summer Music Series - Rich Medina with LeftJones

 Thu, 09 Jul at 06:00 pm Harper Court, South Harper Court, Chicago, IL, USA Free

Renegade Chicago ~ Wicker Park

 Sat, 12 Sep at 11:00 am Wicker Park, Chicago, Illinois

Downtown Chicago Summer Artisan Fair

 Sat, 27 Jun at 10:00 am 401 N Michigan Ave Free

Jazz in the Court - Oscar Brown Jr. Tribute

 Fri, 10 Jul at 12:00 pm 5235 S Harper Ct Free

Harper Court Summer Music Series - Tammy McCann with DJ Celeste Alexander

 Thu, 06 Aug at 06:00 pm Harper Court, South Harper Court, Chicago, IL, USA Free

Renegade Chicago ~ Logan Square

 Sat, 18 Jul at 11:00 am Logan Square, Chicago, Illinois

Fresa Fests - Pinterest IRL Market ✨ HUGE Trinket + Fashion Market

 Sun, 23 Aug at 12:00 pm 4325 N Ravenswood Ave USD 7

Harper Court Summer Music Series - Shawnee Dez with DJ Selah Say

 Thu, 10 Sep at 06:00 pm Harper Court, South Harper Court, Chicago, IL, USA Free

WITCH-O-RAMA Market & Drag Show

Sun, 14 Jun at 12:00 pm 2141 W. North Ave., Chicago, IL

Summer Pop-Up Market & Elite Brands Experience 2026

 Fri, 24 Jul at 10:00 am Navy Pier Free

Pride Makers Market at Hotel 55

 Sun, 14 Jun at 12:00 pm Hotel 55 Chicago Downtown Free

Chicago Vintage, Streetwear & Artisan Market 2026

 Fri, 19 Jun at 10:00 am McCormick Place Free

Chicago's Annual Lesbian Makers Market!

 Sat, 20 Jun at 01:00 pm Color Club Free

Harper Court Summer Music Series - Rich Medina with LeftJones

 Thu, 09 Jul at 06:00 pm 5235 S Harper Ct Free

Harper Court Summer Music Series - Shawnee Dez + DJ Selah Say

 Thu, 10 Sep at 06:00 pm 5235 S Harper Ct Free

Pickwick Vintage Show in Chicago | June 2026

 Sun, 21 Jun at 09:30 am Chicago Athletic Association - The Unbound Collection by Hyatt USD 12

Midwest Handmade Expo

 Fri, 28 Aug at 10:00 am 222 W Merchandise Mart Plaza Free

The Shops - BLACK FRIDAY Edition! 1/2/3 Day Vending Opportunities!

 Fri, 27 Nov at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 to 349

Jazz in the Court - Quentin Coaxum Quintet

 Fri, 11 Sep at 12:00 pm 5235 S Harper Ct Free

Bronzeville Summer Nights 2026

 Sat, 26 Sep at 01:00 pm Grand Boulevard Free

PRIDE MARKET

 Sat, 27 Jun at 12:00 pm L1 Retail Store Free

Lincoln Park Artisan Festival

 Sat, 27 Jun at 10:00 am Oz Park Free

Store Tour: Eat, Shop, Learn

 Sat, 28 Mar Eataly Chicago USD 55

Harper Court Summer Music Series - Tammy McCann + DJ Celeste Alexander

 Thu, 06 Aug at 06:00 pm 5235 S Harper Ct Free

R&B Brunch @ Lake Meadows

 Sun, 14 Jun at 11:00 am Lake Meadows Apartments Free

The Shops - Juneteenth Edition

 Sat, 20 Jun at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market)

Vintage on the Avenue

 Fri, 26 Jun at 10:00 am The Shops at North Bridge Free

Wag N' Shop Dog Friendly Market

 Sun, 28 Jun at 12:00 pm Bosly's Backyard USD 23

Creative Minds, Wealthy Futures 2026

 Sat, 27 Jun at 05:00 pm SZNL Chicago LLC USD 0 to 55

Summer Fridays

 Fri, 29 May at 04:00 pm Eataly Chicago USD 23

Southport Makers Affair

 Sun, 19 Jul at 10:00 am Corridor Brewery & Provisions Free

Chicago Old Town Artisan Walk

 Fri, 24 Jul at 10:00 am 1763 N North Park Avenue Free

Jazz in the Court - Julian Davis Reid's Circle of Trust

 Fri, 07 Aug at 12:00 pm 5235 S Harper Ct Free

The Shops - Back To School Edition

 Sat, 01 Aug at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market)

Olivia Rodrigo Midnight Sale + Listening Party

 Thu, 11 Jun at 11:55 pm Out of the Past Records Free

CROSSOVER COOP PART I BLACK BUSINESS PATIO SHOPPING EXPERIENCE

 Sat, 13 Jun at 12:00 pm 835 E 75th St Free

Chicago Summer Pop-Up Market & Luxury Brands Experience 2026

 Fri, 19 Jun at 10:00 am Morgan MFG Free

Bella Bridesmaids Chicago Sample Sale | The Summer Style Event!

 Fri, 12 Jun at 11:00 am BELLA BRIDESMAIDS CHICAGO Free

ACTV Studio IRL: Vuori Rush Street x BARRYS River North

 Tue, 14 Jul at 07:30 pm Vuori Rush Street Free

Tasting Hour - Kubota Sake

 Fri, 26 Jun at 07:00 pm M House Free

Elite Luxury Pop-Up Market & Vendor Showcase

 Fri, 17 Jul at 10:00 am McCormick Place Free

FREE Community Pop-up Thrift BOOOtique

 Sat, 24 Oct at 12:00 pm 36th Ward Belmont Cragin Office Free

How to Walk In Heels Chicago, IL

 Fri, 12 Jun at 06:00 pm Chicago Dance USD 95

Poppin in Summer at Paseo Boricua

 Sun, 12 Jul at 01:00 pm 2429 W Division St Free

The Shops - Fall Edition Pop-up

 Sat, 24 Oct at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market)

Ultimate Summer Market & Creative Brands Expo 2026

 Fri, 17 Jul at 10:00 am Rockwell on the River Free

Vjosa Market - Bridgeport

 Sat, 13 Jun at 11:00 am Vjosa Cafe & Events Free

Open Studios @ Fountainhead Lofts.

 Fri, 12 Jun at 06:00 pm 1932 S Halsted St Free

FREE Community Pop-up Thrift Boutique

 Sat, 27 Jun at 12:00 pm Chicago Police Department Free

Soft Blk Girl Summer: Featuring Mira Raven & Anais Chance

 Sat, 20 Jun at 07:00 pm Apricot Vintage Free

ACTV Studio IRL: Vuori Southport x BARRYS Lincoln Park

 Sun, 23 Aug at 08:00 am Vuori Southport Free

Premier Fashion, Beauty & Artisan Market 2026

 Fri, 26 Jun at 10:00 am North Paulina Street Free

Fye Star Bazaar

 Sat, 11 Jul at 06:00 pm NYCH Gallery USD 29

Step Into Summer: A Styling Soirée

 Sat, 20 Jun at 12:00 pm 111 N State St Free

Father's Day Gifting Event

 Sat, 13 Jun at 12:00 pm 111 N State St Free

The Sustainable/Upcycle Fashion Basics 101 [Class] [September]

 Wed, 02 Sep at 04:00 pm FashionBar Headquarters USD 482

ACTV Studio IRL: Vuori Southport x Crosstown

 Sun, 21 Jun at 08:00 am Vuori Southport Free

Jackson Park Highlands Neighborhood Garage Sale!

 Sat, 13 Jun at 09:00 am Jackson Park Highlands Historical Marker Free

Men’s Take Over: When Men Show Up, Boys Look Up

 Sat, 27 Jun at 09:00 am True Light Baptist Church Free

The Sustainable/Upcycle Fashion Basics 101 [Class] [December]

 Wed, 02 Dec at 04:00 pm FashionBar Headquarters USD 482

The Sustainable/Upcycle Fashion Basics 101 [Class] [October]

 Wed, 07 Oct at 04:00 pm FashionBar Headquarters USD 482

FREE Community Pop-up Thrift Boutique

 Sat, 21 Nov at 12:00 pm Dunning Branch, Chicago Public Library Free

The People's Market

 Sun, 28 Jun at 12:00 pm FOOD WEB Space Free

The Sustainable/Upcycle Fashion Basics 101 [Class] [August]

 Wed, 05 Aug at 04:00 pm FashionBar Headquarters USD 482

The Sustainable/Upcycle Fashion Basics 101 [Class] [July]

 Wed, 01 Jul at 04:00 pm FashionBar Headquarters USD 482

July 11, 2026 - Shop Black Fest - Chicago

 Sat, 11 Jul at 01:00 pm Burnham (Daniel) Park USD 0 to 55

Sidewalk Sale 39: A Stationery Festival

 Thu, 13 Aug at 09:00 am 227 W Lake St, Chicago, IL 60606-1803, United States

Pancakes and PJs /Trunk Party

 Sat, 20 Jun at 01:00 pm West 95th Place USD 40

Taste of Chicago

 Thu, 09 Jul at 02:00 pm Chicago, Illinois, USA

The Sustainable/Upcycle Fashion Basics 101 [Class] [November]

 Wed, 04 Nov at 04:00 pm FashionBar Headquarters USD 482

Scavenger Hunt Chicago

 Sat, 28 May at 10:00 am Chicago USD 28

Chicago City Tour

 Mon, 14 Sep at 07:00 am Chicago, Illinois

Chicago Shopping / Free Time

Mon, 24 Aug at 07:00 am E Chicago Ave, Chicago, IL 60611, United States

Unscheduled Cash4RC Buying Event in Illinois

 Thu, 30 Jul at 03:00 pm Chicago, IL

Glamour Awards

 Sat, 27 Jun at 06:00 pm 2229 S Michigan Ave USD 87 to 90