Retail Events in Chicago

Check out happening retail events all around Chicago, IL

Award-Winning Game Experience THE CUBE to Open First U.S. Venue in Chicago in 2026

Mon, 01 Jun at 10:00 am THE CUBE Chicago

Chicago Whiskey Washback

 Fri, 26 Jun at 06:00 pm Artifact Events USD 86 to 135

Chicago Old Town Art & Craft Street Festival

 Sat, 13 Jun at 10:00 am West Division Street Free

Renegade Chicago ~ Wicker Park

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

3rd Annual Taste of Bronzeville

 Sat, 25 Jul at 11:00 am 3701 S Martin Luther King Dr Free

Downtown Chicago Summer Artisan Fair

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

Spectator Pass - Checkeditout 2026: The Chicago Porsche Convergence

 Sat, 22 Aug at 09:00 am 1350 W Fulton Market USD 0 to 1,069

Wicker Park Artisan Festival

 Fri, 19 Jun at 10:00 am 1425 N Damen Ave Free

Summer Fridays: Vino Days Edition

 Fri, 26 Jun at 04:00 pm Eataly Chicago USD 26

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

Bronzeville Summer Nights 2026

 Fri, 14 Aug at 05:00 pm East 43rd Street Free

ARMYRANG Chicago Vendor Market

 Fri, 28 Aug at 11:00 am BASSLINE || 2239 - CHICAGO USD 32 to 73

Pickwick Vintage Show in Chicago | June 2026

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

Bronzeville Summer Nights 2026

 Fri, 10 Jul at 05:00 pm South Cottage Grove Avenue Free

Midwest Handmade Expo

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

Juneteenth with Jewel-Osco - 87th St, Chicago

 Sun, 14 Jun at 12:00 pm Jewel-Osco Free

Juneteenth with Jewel-Osco - 95th St, Chicago

 Sat, 20 Jun at 12:00 pm Jewel-Osco 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

Store Tour: Eat, Shop, Learn

 Sat, 28 Mar Eataly Chicago USD 55

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

Solemate Run Club: Fulton Market

 Sat, 27 Jun at 09:00 am Beyond Yoga Free

Summer Fridays

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

The Shops - Beach Day Edition

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

Southport Makers Affair

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

SINCERE ENGINEER IN-STORE ALBUM RELEASE PARTY

 Sat, 27 Jun at 05:00 pm Loud Pizza Records (Loud Pizza Records - Ravenswood)

9 VENDOR SPACES LEFT– NATURAL HAIR FEST® KICK-OFF CELEBRATION | BUY NOW

 Sun, 28 Jun at 10:00 am Courtyard by Marriott Chicago Downtown/River North USD 31 to 293

Chicago Old Town Artisan Walk

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

Chicago Urban Makers Fair & Contemporary Brands Showcase 2026

 Fri, 12 Jun at 10:00 am Morgan MFG Free

Olivia Rodrigo Midnight Sale + Listening Party

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

BettyVonChic Pop-Up: Retro Tiki Pin-Up Experience

 Sun, 14 Jun at 12:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 0 to 23

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

2026 Grocery Retail for All Summit

 Thu, 18 Jun at 08:00 am Isadore and Sadie Dorin Forum USD 210 to 423

ACTV Studio IRL: Vuori Rush Street x BARRYS River North

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

The Shops - FashionBar’s Single Day Pop-up - August Edition

 Sat, 29 Aug at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market)

Chicago Summer Pop-Up Market & Curated Brands Festival 2026

 Fri, 26 Jun at 10:00 am Artifact Events Free

The Shops - Summer Swimsuit Edition

 Sun, 05 Jul at 12:00 pm Water Tower Place (Level 3 Next to JJill and White House Black Market)

The Shops - Single Day Pop-up - September Edition

 Sun, 20 Sep at 12:00 pm Water Tower Place (Level 3 Next to JJill and White House Black Market)

The Shops - Single Day Pop-up - November Edition

 Sat, 07 Nov at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market)

Elite Luxury Pop-Up Market & Vendor Showcase

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

The Shops - Single Day Pop-up - July Edition

 Sat, 25 Jul at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market)

Interior Design Panel Presented by Rejuvenation and Benjamin Moore

 Wed, 17 Jun at 05:00 pm 1000 W North Ave suite a10 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

ACTV Studio IRL: Vuori Southport x 105F

 Thu, 09 Jul at 07:30 pm Vuori Southport Free

Summertime Artist Market at enid

 Sun, 14 Jun at 12:00 pm enid Free

Open Studios @ Fountainhead Lofts.

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

Shop Local Artists

 Sun, 14 Jun at 06:00 pm The Maynard on Sheridan USD 15

ACTV Studio IRL: Vuori Southport x BARRYS Lincoln Park

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

Bloomeffects Founder Appearance at Credo Beauty (Chicago) | Free RSVP

 Sun, 26 Jul at 12:00 pm Credo Beauty Free

The Shops - Fathers Day Edition

 Sat, 13 Jun at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market)

Chi City Summer Mini Craft Market

 Sat, 20 Jun at 11:00 am Chi City Craft Club Studios 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

FashionBar's Showroom - OPEN HOUSE - July 2026

 Fri, 24 Jul at 05:00 pm FashionBar The Showroom USD 7

Fashion Business 101 For Entrepreneurs [August 2026 Edition]

 Sat, 01 Aug at 02:00 pm FashionBar LLC USD 295

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

Formica Group Showroom Tours

 Sun, 07 Jun at 12:00 pm 222 W Merchandise Mart Plaza Free

Jackson Park Highlands Neighborhood Garage Sale!

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

Fashion Business 101 For Entrepreneurs [June 2026 Edition]

 Sat, 13 Jun at 02:00 pm FashionBar LLC USD 295

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

Costume Drive for our Upcoming Annual BOOOtique

 Sun, 20 Sep at 09:30 am Portage Park Farmers Market Free

FREE Community Pop-up Thrift Boutique

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

Fashion Business 101 For Entrepreneurs [July 2026 Edition]

 Sat, 04 Jul at 02:00 pm FashionBar LLC USD 295

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

Start Your Day on 1

 Tue, 09 Jun at 08:30 am THE MART Free

FashionBar's Showroom - OPEN HOUSE - October 2026

 Fri, 23 Oct at 05:00 pm FashionBar The Showroom USD 7

The Quontry Qlub: Polo Shirts & Tennis Skirts

 Sun, 28 Jun at 03:00 pm Renaissance Bronzeville USD 0 to 215

MIDWEST PERFUME LAUNCH PARTY

 Sat, 13 Jun at 11:00 am The Center of Order and Experimentation Free

July 11, 2026 - Shop Black Fest - Chicago

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

Fashion Business 101 For Entrepreneurs [August 2026 Edition]

 Sat, 05 Sep at 02:00 pm FashionBar LLC USD 295

Fashion Business 101 For Entrepreneurs [October 2026 Edition]

 Sat, 24 Oct at 02:00 pm FashionBar LLC USD 295

Sidewalk Sale 39: A Stationery Festival

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

Film and Photo Studio Garage Sale

 Wed, 17 Jun at 10:00 am 400 N Racine Ave #107 Free

World Cup Kickoff at Macy's: Style Your Team

 Thu, 11 Jun at 12:00 pm 111 N State St Free

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

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

Fashion Business 101 For Entrepreneurs [November 2026 Edition]

 Sat, 14 Nov at 02:00 pm FashionBar LLC USD 295

FashionBar's Showroom - OPEN HOUSE - September 2026

 Thu, 24 Sep at 05:00 pm FashionBar The Showroom USD 7

Stitch 'n Bitch in the Morning!

 Fri, 05 Dec at 07:30 am Inclement Craft Free

ILIA Essentials Signature Makeup Experience at Credo

 Fri, 22 May at 09:00 am Credo Beauty

Score BIG at Total Wireless: Soccer Day Experience!

 Sat, 13 Jun at 04:00 pm 3321 N Milwaukee Ave Free

Open House at Effortless Look x Gaudy Gems

 Sun, 09 Aug at 10:00 am Effortless Look HQ | Southside Social Free