CHICAGO (August 5, 2026) — Randolph Street Market Festival, 1341 W. Randolph St., returns to Chicago’s West Loop Saturday, September 26 and Sunday, September 27, from 10 am to 5 pm, for its “Best in Show: Tastemakers Choice for Charity” edition, bringing together more than 200 dealers for what’s been billed as America’s largest and liveliest urban antiques market. Since 2003, the market has drawn shoppers from across the country to its expansive outdoor vendor spaces and air-conditioned Beaux-Arts building, offering a rain-or-shine shopping experience spanning antiques, vintage and indie fashion, fine art, vinyl records, estate jewelry, home décor and global goods, and making it one of the nation’s premier urban antique and vintage shopping destinations. CLICK HERE TO PURCHASE TICKETS
With more than 200 dealers spread across the market’s outdoor grounds and air-conditioned Beaux-Arts building, shoppers can expect an ever-changing mix of vintage and antique furniture, decorative art, fine jewelry, vinyl records, indie designer fashion, global goods and one-of-a-kind finds from sellers across the country.
This September, the market adds a philanthropic twist with its “Best in Show: Tastemakers Choice for Charity” theme. A panel of 75 judges — well-known interior designers, fashion stylists and tastemakers — will roam the show awarding ribbons to their favorite booths across three categories: Fashion Styling, Interior Decor Styling, and overall Best in Show for standout individual items. Randolph Street Market will make a donation to each judge’s chosen charity in their name. Shoppers can look for the ribbons throughout the show to track down judges’ top picks and uncover some of the weekend’s best hidden-gem finds.
This September’s dealer lineup offers a particularly rich sampling of that variety for collectors and design lovers alike. Standout vendors include:
- This Old Book – a wide selection of fun, collectible titles known for their eye-catching covers and quirky finds
- Oscar Isberian Rugs – a gorgeous selection of legacy hand-knotted rugs sourced from around the world
- Range Rider – the market’s biggest collector and seller of vintage cowgirl fashion and accessories
- Lottie Dottie – a curated selection of vintage housewares spanning the 1950s through 1970s
- Chicago Costume – a huge variety of vintage costumes representing every era
- Doggy Doodles – adorable custom pet sketches drawn while you wait
- Industrial Cottage – a master upholsterer showcasing his own line of handcrafted furniture creations
Beyond the shopping, Randolph Street Market Festival delivers a full day of eating, drinking and entertainment in the heart of the West Loop. A full on-site bar keeps guests refreshed with beer, wine, spirits and specialty cocktails, while a rotating lineup of food trucks and local restaurant vendors, including Pink Flamingo Cotton Candy, serves up everything from quick bites to full meals and sweet treats throughout the weekend. Live music plays across both days, from live bands to DJs spinning on the market floor, rounding out a festival atmosphere that keeps shoppers browsing, eating and lingering well past their first lap through the vendor stalls.
The full weekend entertainment lineup for both days includes:
Saturday, September 26
All Day
- Poems-While-You-Wait – minstrel poets working on vintage typewriters
- Museum of YOU – an artists collective creating custom art onsite, including Darling Homebody, Oddcade Oracle Reading, AnaMae Tarot and custom nail art
- Darren on the Violin – performing at the Randolph entrance
- Vintage Newspaper – a custom newspaper featuring market guests
- Rosemary Fanti Fashion Sketches – in the ballroom from 11 a.m. to 1 p.m.
- DJ Dave (House, Inside, Ballroom) – spinning fun covers and pop standards
- DJ Crate Digga Hash (Inside Lower Hall) – an immersive artist DJ set
- DJ BTiggs (Outside Band Stage) – keeping the outdoor stage moving all day
Band Stage
- 10am-11:30am: Woodstreet Bloodhounds – bluegrass and country swing with early Grand Ole Opry hits
- 11:30am-1:30pm: Chicago Rock Exchange
- 1:30pm-3:30pm: Contrabanda Latin Jazz Band – bringing salsa to the stage
- 3:30pm-5pm: Maxwell Street Blues Band with Lowreen – authentic Chicago blues
Sunday, September 27
All Day
- The Traveling Typist – creating prose on the spot
- Museum of YOU – an artists collective creating custom art onsite, including Darling Homebody, Oddcade Oracle Reading, AnaMae Tarot and custom nail art
- Darren on the Violin – performing at the Randolph entrance
- Vintage Newspaper – a custom newspaper featuring market guests
- Rosemary Fanti Fashion Sketches – in the ballroom from 11 a.m. to 1 p.m.
- DJ Dave (House, Inside, Ballroom) – spinning fun covers and pop standards
- DJ Crate Digga Hash (Inside Lower Hall) – an immersive artist DJ set
- DJ BTiggs (Outside Band Stage) – keeping the outdoor stage moving all day
Band Stage
- 10am-12pm: Tony Morrison Jazz Quintet with vocalist Robin Watson – a Frank Sinatra tribute set with mimosas
- 12pm-3pm: Feel Good 80’s and Classic Dance Covers
- 3pm-5pm: Michelle Billingsly – channeling the bravado of Nancy Sinatra
“There’s something magical about walking through Randolph Street Market and never knowing what you’ll find next — a rare first edition, a hand-knotted rug with decades of history, or a glass piece being shaped right in front of you,” said Sally Schwartz, Founder of Randolph Street Market. “This September’s dealers capture everything I love about this community — real craftsmanship, real stories, and real people who know their trade inside and out.”
Randolph Street Market Festival takes place Saturday, September 26 and Sunday, September 27 from 10 am – 5 pm both days, rain or shine, at 1341 W. Randolph St. in Chicago’s West Loop. Tickets are $14 online in advance and $15 at the door, with discounted admission available for students, military and first responders ($5) and seniors 65+ ($10); children under 12 are always free. Group packages and additional discounts are available online. For tickets, vendor lists and more information, visit www.randolphstreetmarket.com and follow along on social media @randolphmarket.
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ABOUT RANDOLPH STREET MARKET FESTIVAL
Now in its 23rd year, the Randolph Street Market Festival is home to the world-renowned Chicago Antique Market, Indie Designer Market, Modern Vintage Chicago and the Holiday Market. Touted as a “mecca of cool,” “the best hotspot for antiquing” and “the Barneys of vintage” by magazines such as Travel & Leisure, The New York Times, Lucky, Architectural Digest, USA Today, Elle Décor, goop, plus numerous broadcast outlets, the Randolph Street Market Festival is Chicago’s most exciting shopping destination! Vendors from across the country showcase an unusual and stylishly-crafted mix of vintage and modern decorative objects, vinyl, rare books, housewares, fashion for men/women/children, art, hostess gifts and more. Randolph Street Market is the spot to shop all year round while supporting Chicago charities such as Project Onward, PAWS, Chicago House, Chicago’s Children’s Charities, Chicago Lights Tutoring, I Grow Chicago and many others.