Shopping Events in Chicago

Check out happening shopping events all around Chicago, IL

Retro on Roscoe

 Fri, 05 Sep at 05:00 pm 2000 W Roscoe St, Chicago, IL 60618-6202, United States

2nd Annual Hyde Park Best Steppers Concert with DJ Eric "ET Taylor

 Thu, 04 Sep at 06:00 pm Harper Court Free

Renegade Chicago ~ Wicker Park

 Sat, 06 Sep at 11:00 am Division St. between Damen Ave. + Ashland Ave.

Randolph Street Market September Show

Sat, 27 Sep at 10:00 am Chicago Antique Market Randolph Street

Half Magic x Ulta Beauty in Chicago, IL

 Sat, 25 Oct at 11:00 am Ulta Beauty Free

West Loop Music and Art Fest

 Sat, 20 Sep at 12:00 pm Fulton and Sangamon St

Randolph Street Market

 Sat, 27 Sep at 10:00 am 1341 W Randolph St, Chicago, IL 60607-1523, United States

Dahlia Fest

 Sun, 07 Sep at 10:00 am Salvage One USD 18 to 103

BXVL Market - Slider Fest

 Wed, 10 Sep at 04:00 pm Boxville Free

Randolph Street Market’s November Holiday Show

 Sat, 15 Nov at 10:00 am Chicago Antique Market Randolph Street

Jazz in the Court - Tim Gant Project

 Fri, 05 Sep at 12:00 pm 5235 S Harper Ct Free

FASHIONISTAS FASHION FALL POP UP!

 Sat, 27 Sep at 11:00 am Kings Klothing Boutique Free

Hispanic Heritage with Jewel-Osco - Narrangansett Ave, Chicago

 Sat, 06 Sep at 12:00 pm Jewel-Osco

JESUS HOODIE Pop-up Shop

 Sat, 27 Sep at 12:00 pm Prāzbar Free

FREE Community Pop-up Thrift Boutique

 Sat, 13 Sep at 12:00 pm Taqueria La Paz Free

#SIMP Album Release Party

 Sat, 06 Sep at 07:00 pm Thrift LLC USD 35

KaySandra Hunt's GIRLFRIENDS, The Stage Play

 Fri, 31 Oct at 07:00 pm Baer Theatre @ Morgan Park Academy USD 55 to 71

FREE Thankful Thrift - Community Pop-up Boutique

 Sat, 15 Nov at 12:00 pm Dunning Branch, Chicago Public Library Free

Hyde Park Farmers Market

 Sun, 07 Sep at 09:00 am 5400 S Lake Park Ave W, Chicago, IL, United States, Illinois 60615

Unscheduled Cash4RC Chicagoland Fall Swap Meet - Fall 2025

 Sun, 12 Oct at 10:00 am Chicago, IL

FREE Community Pop-up Thrift Boutique

 Sat, 27 Sep at 12:00 pm Mindy Blanco: Allstate Insurance Free

Indigifest 2025

 Sat, 27 Sep at 11:00 am Jackson Park Grove 6B (Behind Griffin Museum of Science and Industry

Christmas Wonderland Mini Photoshoots | Chicago, IL

 Sat, 27 Sep at 10:00 am Chicago, IL

Midway vendors

 Fri, 05 Sep at 03:00 pm 5780 S Archer Ave Free

Wrigleyville Night Market at Gallagher Way

 Thu, 11 Sep at 04:00 pm 3637 N Clark St, Chicago, IL, Chicago, IL, United States, Illinois 60613

Martha Mae Studio Sale | Art Supplies + Oil Paint

 Sat, 13 Sep at 12:00 pm 1727 W Grand Ave Free

Fashion Photography Workshop - Learn Fashion Design (FOR ADULTS)

 Sat, 01 Nov at 12:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 342

Galena Country Fair

 Sat, 11 Oct at 10:00 am Galena IL

Aidan Bissett – shut up and love me tour

 Tue, 07 Oct at 07:00 pm Bottom Lounge

Bronzeville Summer Nights 2025 - Celebrating Community, Commerce, & Culture

 Fri, 12 Sep at 05:00 pm Bronzeville

Madison Row Fest

 Sat, 06 Sep at 11:00 am 1100 W Madison St, Chicago, IL 60607-2012, United States

Fashion Photography Workshop - Learn Fashion Design (FOR ADULTS)

 Sat, 22 Nov at 12:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 342

Amigas Poderosas - Chicago - Women’s Only Day Party & Networking

 Sat, 13 Sep at 12:00 pm The Dawson USD 18 to 23

Modern Vintage Chicago October Show

 Sun, 05 Oct at 10:00 am Ravenswood Event Center

Princess Nokia

 Sat, 25 Oct at 06:00 pm 235 N Ashland Ave, Chicago, IL 60607, USA

FashionBar The Shows: October 2025 - The Next Gen, Streetwear & Urban Show

 Sat, 04 Oct at 04:00 pm Water Tower Place, Level 3 USD 0 to 375

The Chicago Art Girls Holiday Pop-Up Shop

 Sat, 13 Dec at 10:00 am Alexander Graham Bell Elementary School

Chicago Men’s Fashion Awards 2025

 Wed, 17 Sep at 06:00 pm The Walnut Room Chicago

Hispanic Heritage with Jewel-Osco - Irving Park Rd, Chicago

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

The Shops - Holiday Edition #1

 Sat, 13 Dec at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 to 290

Flamenco Market

 Sun, 07 Sep at 12:00 pm 5121 N Ravenswood Ave, Chicago, IL 60640

Luxury Bridal Expo Marriott O'Hare, Chicago Nov 23rd

 Sun, 23 Nov at 11:00 am Marriott Hotel O'Hare Free

Fashion Photography Workshop - Learn Fashion Design (FOR ADULTS)

 Sat, 13 Dec at 12:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 342

BXVL Market - For The Love Of Art

 Wed, 24 Sep at 04:00 pm Boxville Free

Ramova Community Market

 Sun, 14 Sep at 11:00 am 3520 S Halsted , Chicago, IL, United States, Illinois 60609

WINTER WONDERLAND POP UP!

 Sat, 27 Dec at 11:00 am Kings Klothing Boutique

Glam & Glow: Beauty Tutorials, Hair Styling, and Mimosas!

 Sun, 28 Sep at 10:00 am Solo Salon - Elizabeth USD 82 to 141

Dog Friendly Market hosted by Chicago Dog Co. at Midwest Coast Brewing

 Sun, 21 Sep at 12:00 pm Midwest Coast Brewing Company Free

The Chicago Vendor Market

 Sat, 08 Nov at 09:00 am The She Shed Free

Sound Bath to Harvest Your Dreams at LaSalle Hotel Chicago

 Mon, 29 Sep at 07:00 pm 208 S LaSalle St USD 30 to 35

Under the Covers: The Science & Style of Sleep

 Tue, 09 Sep at 11:00 am DUXIANA Chicago Free

FashionCamp Fall/Winter 2025 - Learn Fashion Design (Ages10y to 17y)

 Sat, 18 Oct at 11:00 am FashionBar (Level 3) USD 562

Fashion Photography Workshop - Learn Fashion Design (FOR ADULTS)

 Sun, 12 Oct at 12:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 342

Renegade Chicago

 Sat, 20 Dec at 11:00 am Morgan Manufacturing

Dog Friendly Market hosted by Chicago Dog Co. at Midwest Coast Brewing

 Sun, 12 Oct at 12:00 pm Midwest Coast Brewing Company Free

Second City Bootblacks Shopping Field Trip

 Sat, 06 Sep at 11:00 am Bee-Hive Shoe Works

Randolph Street Market

 Sat, 27 Sep at 04:00 am Chicago Antique Market Randolph Street

Smerz

 Mon, 20 Oct at 08:00 pm Empty Bottle

FREE COSTUME, clothing and accessory Pop-up Thrift BOOO•tique

 Fri, 17 Oct 36th Ward Belmont Cragin Office Free

FREE Community Pop-up Thrift Boutique at the Parent University Open House!

 Wed, 15 Oct at 12:00 pm Steinmetz Parent University Free

Amble

 Tue, 16 Sep at 08:00 pm Bottom Lounge

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

 Sat, 08 Nov at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 to 146

Sleigh All The Way....To CHICAGO! WCR Annual Bus Trip 2025

 Thu, 11 Dec at 07:00 am Chicago USD 66

Harper Court Summer Music Series - 2ND ANNUAL BEST STEPPERS CONTEST WITH DJ ERIC "ET" TAYLOR

 Thu, 04 Sep at 06:00 pm 5235 S Harper Ct, Chicago, IL 60615-4241, United States

Get Lit: Santa's Book Fair

 Tue, 02 Dec at 05:30 pm American Writers Museum USD 8 to 29

SUNDAY MARKETS @ THE ECO SHOP

 Sun, 06 Jul at 12:00 pm The Eco Shop & Refillery Free

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

 Fri, 28 Nov at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 to 349

Englewood Village Market

 Sat, 14 Jun at 09:00 am Englewood Village Plaza Free

Wicker Park Bucktown’s “First Fridays” Art Walk

Fri, 07 Feb Heaven Gallery, Jackson Junge Gallery, SoNa Chicago Contemporary Art, and Torque Ltd Free

Veggie RX Cooking Demo Series

 Thu, 28 Aug at 03:00 pm BUILD, Inc Free

Youth Art Market

 Sat, 06 Dec at 11:00 am National Museum of Mexican Art Free

The Shops - Holiday Edition #2 - Final 2025 Pop-up!

 Sat, 20 Dec at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 to 290

Purchase Season Ticket Packages

 Wed, 31 Dec at 12:00 pm Guaranteed Rate Field

DCASE Presents: Open House @ Chicago Cultural Center

 Thu, 15 Jun at 04:00 pm Chicago Cultural Center Free

Sundays at ZapArtifacts

 Sun, 02 Mar at 12:00 pm 3636 S Iron St Free

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

 Wed, 03 Sep at 06:00 pm FashionBar Headquarters USD 482

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

 Wed, 05 Nov at 06:00 pm FashionBar Headquarters USD 482

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

 Wed, 03 Dec at 06:00 pm FashionBar Headquarters USD 482

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

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