Retail Events in Chicago

Check out happening retail events all around Chicago, IL

Renegade Chicago ~ Andersonville

 Sat, 16 May at 11:00 am Andersonville, Chicago, Illinois

Renegade Chicago ~ Wicker Park

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

Thrift Lab

 Thu, 30 Apr at 06:00 pm Griffin Museum of Science and Industry

Renegade Chicago ~ Logan Square

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

THE CHICAGO STREETWEAR EXPO

 Sun, 17 May at 12:00 am Xoco House Gallery USD 0 to 23

Spring Wine Stroll 2026

 Thu, 07 May at 06:00 pm Lincoln Square Ravenswood neighborhood USD 27 to 64

3rd Annual Taste of Bronzeville

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

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

 Sun, 23 Aug at 12:00 pm 4325 N Ravenswood Ave USD 8

Spectator Pass - Checkeditout 2026: The Chicago Porsche Convergence

 Sat, 22 Aug at 09:00 am Location: TBA USD 0 to 1,069

Chicago African Restaurant Week Festival 2026

 Sat, 10 Oct at 12:00 pm TBA Free

Fresa Fests - Pinterest IRL Market ✨ Trinket + Fashion Market

 Sun, 03 May at 12:00 pm Royal Palms Shuffleboard Club Free

Chicago Signature Makers Market & Premium Brands Experience 2026

 Fri, 29 May at 10:00 am Navy Pier Free

Illinois Grand Vendor Expo

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

Vintage Store Day / Vintage Trolley Tour

Sat, 16 May at 09:30 am Lost Girls Vintage (Logan Square)

Marché Privé: Derby Day Edition

 Sat, 02 May at 01:00 pm Gallery Guichard USD 0 to 7

Your Fiestas Start Here at Jewel-Osco! - Archer Ave

Sun, 03 May at 12:00 pm Jewel-Osco (3644 S Archer Ave, Chicago)

2026 Chicago Spring Artisan & Vendor Market

 Fri, 05 Jun at 10:00 am 201 E Randolph St Free

Leica Store & Gallery Chicago Grand Opening

 Thu, 30 Apr at 06:00 pm 800 N Michigan Ave Free

ARMYRANG Chicago Vendor Market

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

May Market at the Driehaus Museum

 Sat, 02 May at 11:00 am The Richard H. Driehaus Museum Free

Chicago Spring Craft & Vendor Market

 Sat, 16 May at 10:00 am Roosevelt Collection Shops Free

Mother's Day Celebration Saturday (State Street)

 Sat, 09 May at 01:00 pm Macy's State Street Free

ACTV Studio IRL: Vuori Rush Street x BODYROK

 Tue, 28 Apr at 07:30 pm Vuori Rush Street Free

Store Tour: Eat, Shop, Learn

 Sat, 28 Mar Eataly Chicago USD 55

She Who Mothers: A Portrait of Her

 Sat, 09 May at 11:00 am SOPHY - Hyde Park Free

The Shops - Single Day Pop-up - May Edition

 Sun, 17 May at 12:00 pm Water Tower Place (Level 3 Next to JJill and White House Black Market)

Melodic Midnight Market

 Fri, 22 May at 07:00 pm Pilsen Free

CHICAGO SHOP & CONNECT EXPO

 Sat, 23 May at 10:00 am Grant Park Free

The Shops - Juneteenth Edition

 Sat, 30 May 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

2026 Grocery Retail for All Summit

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

The Shops - Pride Edition

 Sun, 14 Jun at 12:00 pm Water Tower Place (Level 3 Next to JJill and White House Black Market)

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 - Beach Day Edition

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

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)

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)

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 - Back To School Edition

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

FREE Community Pop-up Thrift Boutique

 Sat, 09 May at 12:00 pm Mindy Blanco: Allstate Insurance Free

Wander Home Holiday Market - Mother's Day Edition

 Sat, 02 May at 12:00 pm The Guesthouse Hotel Free

Woman to Woman Artisan Fair

 Sat, 02 May at 10:00 am Mandrake Park Fieldhouse Free

Vjosa Market

 Sat, 09 May at 01:00 am Vjosa Cafe & Events Free

Collect-A-Mart

 Sat, 16 May at 02:00 pm Movement on Montrose USD 0 to 7

Build A Fashion Business[May 2026 Edition]

 Sat, 02 May at 02:00 pm FashionBar LLC USD 130

The Fashion Foundry Anniversary Event

 Sat, 02 May at 02:00 pm The Maynard on Sheridan USD 18

Sistas Circle Expo feat : 2ndPOETSExpo, BeautyRedefined Runway Show & more!

 Sat, 30 May at 10:00 am South Shore International College Preparatory High School 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)

Gråbrodern x Unmarked Trunk Show at Ford General

 Fri, 01 May at 03:00 pm 1712 N Wells St Free

Mother Day Trinket Market

 Sat, 09 May at 12:00 pm 5780 S Archer Ave Free

Build A Fashion Business [June 2026 Edition]

 Sat, 13 Jun at 02:00 pm FashionBar LLC USD 130

Father's Day Gifting Event

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

Formica Group Showroom Tours

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

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

 Wed, 03 Jun at 04:00 pm FashionBar Headquarters USD 482

FashionBar's Showroom - OPEN HOUSE - July 2026

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

Murray's Cheese Debuts Exclusive Cave Aged Collection at Mariano's

 Sat, 02 May at 12:00 pm Mariano's

Costume Drive for our Upcoming Annual BOOOtique

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

Gråbrodern x Unmarked Trunk Show at Ford General

 Sat, 02 May at 11:00 am 1686 N Ada 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 Rush Street x Vibez Fit

 Wed, 27 May at 07:30 pm Vuori Rush Street Free

The Container Store - Closet Chaos Workshop: Chicago, Lincoln Park

 Sat, 02 May at 11:00 am 908 W North Ave Free

Build A Fashion Business [August 2026 Edition]

 Sat, 01 Aug at 02:00 pm FashionBar LLC USD 130

Sidewalk Sale 39: A Stationery Festival

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

FashionBar's Showroom - OPEN HOUSE - May 2026

 Fri, 22 May at 05:00 pm FashionBar The Showroom USD 7

Murray's Cheese Debuts Exclusive Cave Aged Collection at Mariano's

 Fri, 01 May at 04:00 pm Mariano's, North Broadway, Lake View East, Chicago, IL, USA

Vjosa Market

 Sat, 09 May at 11:00 am Vjosa Cafe & Events

July 11, 2026 - Shop Black Fest - Chicago

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

I ❤️ Candles: A Fun Candle Pop-Up Market

 Sat, 09 May at 12:00 pm Pedal Guild Free

Painted by Octavia Morgan LA - CHICAGO

 Fri, 05 Jun at 11:00 am 430 Michigan Ave 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] [October]

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

FashionBar's Showroom - OPEN HOUSE - October 2026

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

The 5th Annual HomeGirl Huddle Panel Discussion

 Sat, 23 May at 12:00 pm Catalyst Circle Rock USD 0 to 322

World Cup Kickoff at Macy's: Style Your Team

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

Build A Fashion Business [July 2026 Edition]

 Sat, 04 Jul at 02:00 pm FashionBar LLC USD 130

LOCAL PERFUME LAUNCH PARTY

 Sat, 16 May at 11:00 am The Center of Order and Experimentation Free

The ENERGY+FRIENDS Pop-Up

 Sat, 02 May at 10:00 am Drip Collective Free

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 - September 2026

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

Score BIG at Total Wireless: Soccer Day Experience!

 Sat, 16 May at 04:00 pm 6726 N Clark St Free

“Refill Your Cup” Pop-Up Event

 Sat, 30 May at 01:00 pm 841 W 103rd St Free

Score BIG at Total Wireless: Soccer Day Experience!

 Fri, 15 May at 04:00 pm 4705 N Pulaski Rd Free

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

 Wed, 08 Apr at 04:00 pm FashionBar Headquarters USD 482

Build A Fashion Business [August 2026 Edition]

 Sat, 05 Sep at 02:00 pm FashionBar LLC USD 130

Total Wireless Store Event

 Fri, 01 May at 03:00 pm 9455 S Ashland Ave Free

Score BIG at Total Wireless: Soccer Day Experience!

 Sat, 16 May at 12:00 pm 3248 W Lawrence Ave Free

2026 Quilt Show-Boutique-Bake Sale-Raffle

 Sat, 02 May at 10:00 am Trinity Slovak Lutheran Church Free

Open House at Effortless Look x Gaudy Gems

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

Stitch 'n Bitch in the Morning!

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

Aetna Medicare Retail Event CVS

 Sat, 28 Mar at 11:00 am 520 S State St Free