Shopping Events in Chicago
Check out happening shopping events all around Chicago, IL
Chicago Arte Agave Tequila and Mezcal Festival
Fri, 29 May at 06:00 pm
Artifact Events
USD 86 to 157
Randolph Street Market
Sat, 23 May at 10:00 am
1341 W Randolph St, Chicago, IL 60607-1523, United States
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
Magnificent Mileâ„¢ Spring Art Fest
Sat, 30 May at 10:00 am
875 North Michigan Avenue
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
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
Renegade Chicago ~ Wicker Park
Sat, 12 Sep at 11:00 am
Wicker Park, Chicago, Illinois
Harper Court Summer Music Series - 3rd Annual Hyde Park Best Steppers Contest
Thu, 04 Jun at 06:00 pm
Harper Court, South Harper Court, Chicago, IL, USA
Free
Jazz in the Court - Meagan McNeal
Fri, 05 Jun at 12:00 pm
Harper Court
Free
SummerSalt Market
Sun, 31 May at 11:00 am
The Salt Shed Outdoors (Fairgrounds)
Free
Renegade Chicago ~ Logan Square
Sat, 18 Jul at 11:00 am
Logan Square, Chicago, Illinois
Pride & Provisions
Sun, 07 Jun at 12:00 pm
Center on Halsted
USD 0 to 29
Chicago Vintage, Streetwear & Artisan Market 2026
Fri, 19 Jun at 10:00 am
McCormick Place
Free
Pride Makers Market at Hotel 55
Sun, 14 Jun at 12:00 pm
Hotel 55 Chicago Downtown
Free
Fresa Fests - Pinterest IRL Market ✨ HUGE Trinket + Fashion Market
Sun, 23 Aug at 12:00 pm
4325 N Ravenswood Ave
USD 7
Chicago makers market
Fri, 19 Jun at 09:30 am
337 E Randolph St
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
Chicago Signature Makers Market & Premium Brands Experience 2026
Fri, 29 May at 10:00 am
Navy Pier
Free
3rd Annual Hyde Park Best Steppers Contest - with DJ Eric "ET" Taylor
Thu, 04 Jun at 06:00 pm
5235 S Harper Ct
Free
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
Summer Fridays
Fri, 29 May at 04:00 pm
Eataly Chicago
USD 23
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
PRIDE MARKET
Sat, 27 Jun at 12:00 pm
L1 Retail Store
Free
Ravenswood Spring Vintage & Artisan Fest presented by Windy City Market
Sat, 23 May at 12:00 pm
Artifact Events
USD 0 to 9
The Magnificent Mileâ„¢ Spring Art Fest
Sat, 30 May at 10:00 am
401 N Michigan Ave
Free
Sip & Pot (plants) at Park and Field
Sun, 24 May at 03:00 pm
Park and Field
USD 50
Chicago African Restaurant Week Festival 2026
Sat, 10 Oct at 12:00 pm
TBA
Free
Fresa Fests - Halfway To Halloween Market ✨ Spooky + Trinket Market
Sun, 24 May at 12:00 pm
1657 N Kostner Ave
Free
Olivia Rodrigo Midnight Sale + Listening Party
Thu, 11 Jun at 11:55 pm
Out of the Past Records
Free
R&B Brunch @ Lake Meadows
Sun, 14 Jun at 11:00 am
Lake Meadows Apartments
Free
Chicago Summer Pop-Up Market & Luxury Brands Experience 2026
Fri, 19 Jun at 10:00 am
Morgan MFG
Free
ACTV Studio IRL: Vuori Rush Street x BARRYS River North
Tue, 14 Jul at 07:30 pm
Vuori Rush Street
Free
Creative Minds, Wealthy Futures 2026
Sat, 27 Jun at 05:00 pm
SZNL Chicago LLC
USD 0 to 34
Chicago Art & Craft Market
Fri, 05 Jun at 09:00 am
1400 N Sacramento Ave
Free
Store Tour: Eat, Shop, Learn
Sat, 28 Mar
Eataly Chicago
USD 55
CHICAGO SHOP & CONNECT EXPO
Sat, 23 May at 10:00 am
Grant Park
Free
Chicago Spring Pop-Up Market & Creative Brands Experience 2026
Fri, 29 May at 10:00 am
Artifact Events
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)
Popup Handmade Community Expo
Fri, 29 May at 08:00 am
Morgan Arts Complex
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
2026 Chicago Summer Curated Market & Artisan Vendor Experience
Fri, 05 Jun 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
The Shops - Juneteenth Edition
Sat, 20 Jun at 11:00 am
Water Tower Place (Level 3 Next to JJill and White House Black Market)
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)
FREE Community Pop-up Thrift Boutique
Sat, 27 Jun at 12:00 pm
Chicago Police Department
Free
ACTV Studio IRL: Vuori Fashion Outlets of Chicago x Club Pilates
Sun, 24 May at 08:00 am
Vuori
Free
Vjosa Market
Sat, 13 Jun at 11:00 am
Vjosa Cafe & Events
Free
Ladybug Artist Pop-Up
Sun, 31 May at 02:00 pm
1547 N Milwaukee Ave
Free
Rooted in Beauty Pop Up Shop!
Sun, 31 May at 03:00 pm
2110 W 95th St
Free
Open Studios @ Fountainhead Lofts.
Fri, 12 Jun at 06:00 pm
1932 S Halsted St
Free
How to Walk In Heels Chicago, IL
Fri, 12 Jun at 06:00 pm
Chicago Dance
USD 95
Jackson Park Highlands Neighborhood Garage Sale!
Sat, 13 Jun at 09:00 am
Jackson Park Highlands Historical Marker
Free
The Sustainable/Upcycle Fashion Basics 101 [Class] [September]
Wed, 02 Sep at 04:00 pm
FashionBar Headquarters
USD 482
Men’s Take Over: When Men Show Up, Boys Look Up
Sat, 27 Jun at 09:00 am
True Light Baptist Church
Free
Step Into Summer: A Styling Soirée
Sat, 20 Jun at 12:00 pm
111 N State St
Free
ACTV Studio IRL: Vuori Southport x Crosstown
Sun, 21 Jun at 08:00 am
Vuori Southport
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] [June]
Wed, 03 Jun at 04:00 pm
FashionBar Headquarters
USD 482
Sisterhood Shopping Soiree
Sun, 31 May at 12:00 pm
Freedom Home Academy International
Free
Father's Day Gifting Event
Sat, 13 Jun at 12:00 pm
111 N State St
Free
Fye Star Bazaar
Sat, 11 Jul at 06:00 pm
NYCH Gallery
USD 23
Noche de Mercado
Thu, 04 Jun at 06:00 pm
Happy Day Tavern
Free
Closet Sale!
Fri, 05 Jun at 03:00 pm
The Yard Fulton Market - Coworking Chicago
Free
The People's Market
Sun, 28 Jun at 12:00 pm
FOOD WEB Space
Free
Book Fair at Beermiscuous!
Sat, 06 Jun at 12:00 pm
Beermiscuous
Free
The Sustainable/Upcycle Fashion Basics 101 [Class] [July]
Wed, 01 Jul 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
Sidewalk Sale 39: A Stationery Festival
Thu, 13 Aug at 09:00 am
227 W Lake St, Chicago, IL 60606-1803, United States
Three Avenues Bookshop Summer Reading Challenge Kick-off!
Sun, 31 May at 01:00 pm
Three Avenues Bookshop
Free
Goodwill Thrift Studio Presents: The Creator Summit
Sat, 30 May at 09:30 am
The Hive On Hubbard
Free
The Sustainable/Upcycle Fashion Basics 101 [Class] [November]
Wed, 04 Nov at 04:00 pm
FashionBar Headquarters
USD 482
Chicago City Tour
Mon, 14 Sep at 07:00 am
Chicago, Illinois
Scavenger Hunt Chicago
Sat, 28 May at 10:00 am
Chicago
USD 28
July 11, 2026 - Shop Black Fest - Chicago
Sat, 11 Jul at 01:00 pm
Burnham (Daniel) Park
USD 0 to 55
Chicago Shopping / Free Time
Mon, 24 Aug at 07:00 am
E Chicago Ave, Chicago, IL 60611, United States
The Sustainable/Upcycle Fashion Basics 101 [Class] [October]
Wed, 07 Oct 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
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Events in Chicago
Shopping Events in Chicago