July 25+26 – we’re back!! 125 Indoor/75 Outdoor Dealers w/ “Made In The Shade”. View Vendor List, Entertainment Schedule, and Food Lineup!!

Hello Summer!! 

Our Memorial Day Weekend “Garden Party!” was a huge success with lots of enthusiastic shoppers, happy dealers and another record breaking attendance — we thank YOU! 

We can’t wait to see you July 25+26 for our “Made In The Shade!” market! In addition to the fabulous art, antiques, vintage, global goods etc we’ll also be even more full of art and artists — visiting from Florida is sensational Sam North, plus exciting local stars Nicholas Holman and Michael Trulis.  

Don’t miss the extraordinary antique oil paintings, vintage French advertising posters, sterling silver, porcelain, glassware and other exceptional pieces from dealers Antiques and Art Store, Estates by Kai Kato, Greg Johnson Antiques, East Meets West Estate Sales and Chicago Center for the Print in The Ballroom.

Check out the big tent featuring Chicago artists Damon Reed, Pugz, AliSix (fresh off his Soho House mural), Cujo, Delisha and our own first ever ART CAMP. Using recycled materials including donated pill containers (not recyclable due to big pharma) and led by Lake Forest College instructor Emmie Osuna, come and create an old-fashioned art project. A fun keepsake from a wonderful day at the Randolph Street Market. By the way, donate at least 3 pill containers and get a FREE ENTRANCE PASS to any Randolph event!

Remember, we’re indoors and outdoors so if the weather is hot we’ve got your backs with lots of shade, refreshing cool libations and plenty of air-conditioning. We will keep your energy up so you can shop your hearts out with our amazing dealers!! And finally… our mega-amazing raffle continues with tons of really fun and usable prizes and gift cards from West Loop/Fulton Market and other top Chicago businesses. Sign up for the raffle and check out reels and highlights from May 2026 on our Instagram @RandolphMarket!

See you soon,

LOVE RSM

CLICK HERE TO PURCHASE TICKETS

SUNDAY JULY 26

ALL DAY LIVE MUSIC

DJ Dave House (Inside/Ballroom) – fun covers & pop standards

DJ Sung Koo (Inside Lower Hall) – cool immersive spinning by artist di

DJ BTiggs (Outside Band Stage) – running the show outside, keeping the toes tapping

Darren Song/Violin (Randolph Gate)

BAND STAGE

10:00AM-12:00noon: Sunday Morning Jazz Cabaret! Grab a mimosa and shop while enjoying the Tony Morrison Jazz Quintet featuring vocalist Robin Watson singing jazz standards and Ella Fitzgerald with Jerry Armstrong doing Frank Sinatra

12:00noon-3:00PM: Chicago Rock Exchange – turning UP the Mid-Summer vibes with Beach Boys, Tropical and yacht rock

3:00PM-5:00PM: Michelle Billingsly – the “knock ’em dead bravado of Nancy Sinatra”

ALL DAY ARTIST ACTIVITIES

• The Traveling Typist Poems
• Mosy Posy-Rosy’s Museum of YOU with artists
• Darling Homebody Game with Art Prize
• Earnest Press with Collage Portraits
• Share Happiness Face Painting & Balloon Twisting
• Bruce Carlevato Caricatures
• Anita Johnson Silhouettes & Caricatures
• Alek Budz Vintage Newspaper Creation
• Adrian Ayala Vintage Polaroids

Art Tent Artists

Chicago Visual Artists & Muralists get together in the Art Camp tent, creating & selling art onsite.

• Pugs
• Cujo
• Delisha
• Damon Reed
• Ali Six

Rainbow Thailand

Kate’s Kitchen

The Original Rainbow Cone

Cafe Tola

WINDY CITY SHAVED ICE

A Joyful Taste

Stroop Chicago

Travelin’ Tom’s Coffee Truck

In addition to Beer, Wine, and Soda’s:

Mimosa’s

Our Signature Bloody Mary

Tito’s vodka, combined with bloody mary mix, various sauces & spices + fully loaded with all your favorite garnishes.

Twisted Lemonade

Tito’s Lemonade infused.

Bourbon Painkiller

Jim Beam bourbon mixed with citrus juices and creamy coconut

Spicy Margarita

Whiskey Apricot Old Fashioned

Whiskey Sour

*Our spirits include but are not limited to: Bourbon, Gin, Rum, Tequila, Vodka & Whiskey. Visit our Market Bar and let us know what we can create for you.