Shopping Events in Chicago

Check out happening shopping events all around Chicago, IL

Lincoln Park Mayfest

 Fri, 15 May at 04:00 pm 1000 W Armitage Ave, Chicago, IL 60614-4126, United States

Randolph Street Market

 Sat, 23 May at 10:00 am 1341 W Randolph St, Chicago, IL 60607-1523, United States

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

Andersonville Wine Walk

Sun, 17 May at 03:00 pm Andersonville, Chicago, Il

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

Pride & Provisions

 Sun, 07 Jun at 12:00 pm Center on Halsted USD 0 to 29

Mother's Day Mercadito

Sun, 10 May at 08:00 am 2600 N Kedzie Ave, Chicago, IL Logan Square

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

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

Chicago African Restaurant Week Festival 2026

 Sat, 10 Oct at 12:00 pm TBA Free

SummerSalt Market

 Sun, 31 May at 11:00 am The Salt Shed Outdoors (Fairgrounds) Free

Ravenswood Makers Market

 Sat, 02 May at 01:00 pm 4241 N Ravenswood Ave, Chicago, IL 60613

TRINKET FEST SPRING DAY✨

 Sat, 16 May at 12:00 pm 4325 N Ravenswood Ave USD 0 to 7

Chicago Signature Makers Market & Premium Brands Experience 2026

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

Vintage Store Day / Vintage Trolley Tour

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

Ravenswood Spring Vintage & Artisan Fest presented by Windy City Market

 Sat, 23 May at 12:00 pm Artifact Events USD 0 to 9

Marché Privé: Derby Day Edition

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

2026 Chicago Spring Artisan & Vendor Market

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

The Chicago Artisan Showcase

 Fri, 08 May at 08:00 am 2045 N Lincoln Park W Free

May Market at the Driehaus Museum

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

MOMMY & ME

 Sun, 10 May at 10:30 am Artifact Events USD 14 to 26

Store Tour: Eat, Shop, Learn

 Sat, 28 Mar Eataly Chicago USD 55

Mother's Day & Mimosas — A Special Paint & Sip Experience

 Fri, 08 May at 01:00 pm Art City USD 90

She Who Mothers: A Portrait of Her

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

Sip & Pot (plants) at Park and Field

 Sun, 24 May at 03:00 pm Park and Field USD 50

Plants & Pints at Pilot Project Brewing

 Sat, 16 May at 04:00 pm Pilot Project Brewing USD 50

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)

The Shops - Mother's Day Edition

 Sat, 09 May at 11:00 am 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

Poppin in Summer at Paseo Boricua

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

A Parisian Mother’s Day Affair ✨

 Sat, 02 May at 10:00 am Le Paws Boutique Free

FREE Community Pop-up Thrift Boutique

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

How to Walk In Heels Chicago, IL

 Fri, 12 Jun at 06:00 pm 1415 N Dayton St USD 95

Wander Home Holiday Market - Mother's Day Edition

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

The Fashion Foundry Anniversary Event

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

ACTV Studio IRL: Vuori Southport x Pvolve

 Sun, 10 May at 08:00 am Vuori Southport Free

Step Into Summer: A Styling Soirée

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

Fashion Photography Workshop - Learn Fashion Design (FOR KIDS 14 to 18YO)

 Sat, 16 May Water Tower Place ( Level 3 at FASHIONBAR) USD 342

Father's Day Gifting Event

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

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

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

Scavenger Hunt Chicago

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

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

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

Sidewalk Sale 39: A Stationery Festival

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

ACTV Studio IRL: Vuori Rush Street x Vibez Fit

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

Thrifting Bus Tour With Fancy Finds Wears & Accessories

 Sat, 02 May at 12:00 pm Chicago, Illinois, United States

July 11, 2026 - Shop Black Fest - Chicago

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

Vjosa Market

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

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

The People's Market

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

Chicago City Tour

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

Learn to Play Bloomchasers at Barnes & Noble

 Wed, 29 Apr at 01:30 pm Barnes & Noble Free

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

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

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

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

Unscheduled Cash4RC Buying Event in Illinois

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

Open House: 235 W Van Buren

 Sat, 08 Jul at 12:00 pm 235 W Van Buren St Free