Randolph Street Market Festival
SEP 26+27, 2026
Rain or shine, prepare to be WOW’d by the fun and excitement of one of the country’s best loved treasure hunt fests and entertainment extravaganzas!
Find the best art, antiques and vintage decor, ephemera, vintage and indie designer fashion and jewelry, vinyl, global goods, fancy and fun foods – thousands of top-quality goods presented by dealers from around the country at this fancy European style flea market festival! Enjoy our market bars, cabana and air-conditioned beaux-arts building plus a continuous variety of live bands each day to make for an exceptionally fun shopping vibe — and the best people watching anywhere! In the heart of the West Loop of Chicago! (just West of Millennium Park and “The Bean”!)
- Enter event at 1341 W Randolph or 1340 W Washington, Chicago
- 10am-5pm each day
- Kids under 12 always FREE!
- Park safely in clean multi-level parking garage with 24-hr manned security office. Enter at 1371 W Randolph, $7 an hour!
- Modern Vintage Chicago will be popping up in The Ballroom at our May, July and September markets! Shop THE FINEST mint-condition designer vintage fashion and accessories presented by a rotating group of luxury vintage curators. Come to the 1340 W Washington Street entrance to the Stephen Bailey Auditorium of the Plumbers Union Hall from 10am-5pm Saturday and Sunday.
Sept 26+27 Entertainment
SATURDAY SEPT 26
ALL DAY LIVE MUSIC
DJ Crate Digga Hash (Inside Lower Hall) – cool immersive spinning by artist di
DJ BTiggs (Outside Band Stage) – running the show outside, keeping the toes tapping
BAND STAGE
10:00AM-11:30AM: Woodstreet Bloodhounds Bluegrass & Country Swing – early grand ole opry hits!
11:30PM-1:30PM: Chicago Rock Exchange
1:30PM-3:30PM: Contrabanda Latin Jazz Band – get your salsa on
3:30PM-5:00PM: Maxwell Street Blues Band with Lowreen – THE authentic Chicago blues
ALL DAY ARTIST ACTIVITIES
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Poems-While-You-Wait – minstrel poets with vintage typewriters
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Museum of YOU – artists collective making custom art onsite including Darling Homebody, Oddcade Oraclae Reading, AnaMae Tarot & Custom Nail Art
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Darren on the Violin at Randolph Entrance
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Vintage Newspaper – custom newspaper featuring YOU
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Rosemary Fanti fashion sketches in ballroom 11-1
SUNDAY SEPT 27
ALL DAY LIVE MUSIC
DJ Dave House (Inside/Ballroom) – fun covers & pop standards
DJ Crate Digga Hash (Inside Lower Hall) – cool immersive spinning by artist di
DJ BTiggs (Outside Band Stage) – running the show outside, keeping the toes tapping
BAND STAGE
10:00AM-12:00noon: Tony Morrison Jazz Quintet w vocalist Robin Watson add Frank Sinatra singer – swing with mimosa’s
12:00noon-3:00PM: Feel Good 80’s & Classic Dance Covers – time to groove
3:00PM-5:00PM: Michelle Billingsly – the “knock ’em dead bravado of Nancy Sinatra”
ALL DAY ARTIST ACTIVITIES
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The Traveling Typist – creating prose on the spot!
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Museum of YOU – artists collective making custom art onsite including Darling Homebody, Oddcade Oraclae Reading, AnaMae Tarot & Custom Nail Art
-
Darren on the Violin at Randolph Entrance
-
Vintage Newspaper – custom newspaper created featuring YOU
-
Rosemary Fanti fashion sketches in ballroom 11-1