Chicago Connected | Street Festivals + Fairs

Nothing showcases the vibrancy and creativity of Chicago citizens than the street festivals, art fairs, and artisan markets on display all summer long throughout every neighborhood. Not only are these events the perfect place to spend a sunny afternoon, but they can also be a great source for locally made goods, great food, and a great way to support Chicago artists! See our full list below to find an upcoming street event near you.

 

MAXWELL STREET MARKET
Near West Side • 800 S. Desplaines St.
Sundays, May 28-October 29, 2023

Live Music • Handmade Crafts • Clothing • Street Food • Family Friendly

Whiskies on Lincoln
Lincoln Park • 2500 N Lincoln Ave
July 22, 3PM-8PM

Whisky Tasting • 21+

 

WELLS STREET ART FESTIVAL 
Old Town • Wells St Between North Ave and Division
June 10- 11, 10AM - Dusk

Artist Booths • Live Performances • Children’s Play Area • Food Vendors

CHINATOWN SUMMER FAIR
Chicago Chinatown • 2200 S. Wentworth Ave
July 29, 12PM-10PM | July 30, 10AM-7PM

Live Performances • Local Artisans • Local Cuisine • Family Friendly

 

DO DIVISION STREET FEST
West Town • 2000-2200 W Division St
June 2, 5-10PM | June 3 & 4, 12-10PM

Live Music • Food Vendors • Family Fun Fest • Fashion Show

NORTHALSTEAD MARKET DAYS
Northalstead • Halsted Street from Belmont to Addison
August 12-13th, 11AM – 10PM

Live Performances • Arts & Crafts • Food & Drink • Dancing

 

76TH ANNUAL 57TH STREET ART FAIR
Hyde Park • 57th St and Kimbark
June 3, 11AM-6PM | June 4, 10AM-5PM

Art Booths • Music • Food • Family Friendly

PAINTER’S ROW ART FEST
Loop • 701 S Dearborn St
August 12-13, 10AM-5PM

Local Artists • Live Performances • Local Restaurants

 

TASTE OF GREEKTOWN
Greektown • 315 S Halsted St
August 25, 4PM-10PM | August 26, 12PM-10PM | August 27, 12PM-10PM

Local Cuisine & Spirits • Live Entertainment • Family Friendly

SUNDAYS ON STATE
Loop • State St between Lake and Adams
July 16 & August 13, 11AM-6PM

Live Performances • Art & Culture • Recreation • Food & Drink • Shopping

 

WEST FEST
West Town • 1800-2000 W Chicago Ave
July 7, 5-10PM | July 8, 12-10PM | July 9, 12-10PM

Live Music • Local Artists • Kid Fest • Pet Fest

ROSCOE VILLAGE BURGER FEST
Roscoe Village • 2000 W Belmont Ave, Chicago, IL
July 7, 5-10PM | July 8, 11AM-10PM | July 9, 11AM-10PM

Local Restaurants • Street Food • Live Music • Arts & Crafts • Family Friendly

 

SOUTHPORT ART FEST
Wrigleyville • W Waveland Ave & N Southport Ave
July 8-9, 10AM-7PM

Local Art • Family Friendly

 

This guide is part of our Chicago Connected: Summer Edition series. Stay tuned for more ways to enjoy Chicago this season!


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