What better way to welcome in the warmer weather than hitting the streets for some of Chicago’s most iconic festivals? Luckily, Chicago has no shortage of these for you to explore all summer long.

Whether you’re looking to party hard, indulge in some great eats, admire some local art, or find fun for the whole family, Chicago has something for you this summer. We’ve rounded out all of the can’t-miss street festivals below. 

MAY / JUNE

May 20 - 22, 2022: Chicago Mayfest

May 21, 2022: Chicago Spring Tequila Tasting Festival

May 27 - 29, 2022: Mole de Mayo Festival

June 2 – 5, 2022: Cream of Wheaton

June 2 – 5, 2022: Maifest Chicago

June 3 – 5, 2022: Lincoln Park Greek Fest

June 3 – 5, 2022: Do Division Street Fest

June 4, 2022: Chicago Gospel Music Festival

June 4, 2022: Jonquil Park Family Festival

June 4 – 5, 2022: Windy City Hot Dog Fest

June 4 – 5, 2022: 75th Annual 57th Street Art Fair

Sundays June 5 – Dec. 18, 2022: Maxwell Street Market

June 9 – 12: Chicago Blues Festival

June 10 – 12, 2022: Andersonville Midsommarfest

June 11, 2022: Vegandale Fest

June 11, 2022: Chi-Soul Fest

June 11 – 12, 2022: Old Town Art Fair

June 11 – 12, 2022: Hyde Park Summer Fest

June 11 – 12, 2022: Ravenswood On Tap

June 11 – 12, 2022: Wells Street Art Festival

June 11, 18 & 25, 2022: Taste Of Chicago 

June 15: Puerto Rican People’s Parade

Select Wednesday, Friday & Saturdays June 15 – Aug. 20: Grant Park Music Festival

Wednesdays June 15 – Oct. 12: Ravenswood Farmers Market

June 17 – 19, 2022: The Lyrical Lemonade Summer Smash

June 17 – 19, 2022: Taste of Randolph Street (Get VIP Tickets)

June 18 – 19, 2022: Chicago Pride Fest

June 18 – 19, 2022: Artists of the Wall Music & Arts Festival

June 18 – 19, 2022: Gold Coast Art Fair (Get VIP Tickets)

Select Mondays & Thursdays June 20 – Aug. 18: Millennium Park Summer Music Series

June 24 – 26, 2022: Chicago Michelada Festival

June 24 – 26, 2022: Logan Square Arts Festival

June 25, 2022: Célébrez en Rosé

June 25 – 26, 2022: Pride In The Park Chicago 

June 26, 2022: Chicago Pride Parade

JULY

July 2 – 4, 2022: African/Caribbean International Festival Of Life 

July 4, 2022: Fourth Of July Fireworks At Navy Pier

Select dates July 6 – September 17, 2022: Chicago Summerdance

July 8 – 10, 2022: West Fest 

July 8 – 10, 2022: Taste Of Chicago 

July 8 – 10, 2022: Square Roots Craft Brew & Music Festival 

July 8 – 10, 2022: Spring Awakening Music Festival

July 9 – 10, 2022: West Loop Summer Fest

July 9 – 10, 2022: Southport Art Fest

Select Tuesdays July 12 – Aug. 30: Millennium Park Summer Film Series

July 13, 2022: Bastille Day Chicago 

July 14 – 15, 2022: Fresh Fest

July 15, 2022: Horner Brew Fest

July 15 – 17, 2022: Millennium Art Festival

July 15 – 17, 2022: Roscoe Village Burger Fest 

July 15 – 17, 2022: Pitchfork Music Festival 

July 22, 2022: Chicago Yacht Club Race To Mackinac

July 22 – 24, 2022: Colombian Fest 

July 22 – 24, 2022: Wicker Park Fest 

July 23 – 24, 2022: Chicago Margarita Festival

July 23 – 24, 2022: Pizza City Fest

Sundays July 24 – Sept. 4, 2022: Sundays on State

July 28 – 31, 2022: Fiesta Del Sol 

July 28 – 31, 2022: Lollapalooza 

July 29 – 31, 2022: Jeff Fest

July 30 – 31, 2022: Randolph Street Market Festival

July 30 – 31, 2022: Chinatown Summer Fair 

Dates TBA, 2022: Taste Of River North

AUGUST

Aug. 4: Art Uncorked: An Afternoon of Art + Wine

Aug. 4 – 7, 2022: Windy City Smokeout 

Aug. 5 – 7, 2022: Dancing in the Streets

Aug. 5 – 7, 2022: Festa Italiana

Aug. 6 – 7, 2022: Northalsted Market Days 

Aug. 6 – 7, 2022: Latinxt Music Festival

Aug. 12 – 14, 2022: Edison Park Fest

Aug. 12 – 14, 2022: Retro on Roscoe 

Aug. 13 – 14, 2022: My House Music Festival 

Aug. 13 – 14, 2022: Thirsty Ears

Aug. 13 – 14, 2022: Chicago Fried Chicken Fest

Aug. 13 – 14, 2022: Printer’s Row Art Fest

Aug. 18, 2022: Clark After Dark

Aug. 19 – 21, 2022: Ribfest Chicago 

Aug. 19 – 21, 2022: Ruido Fest

Aug. 20, 2022: Chicago Caribbean Carnival

Aug. 20 – 21, 2022: Chicago Air & Water Show 

Aug. 20 – 21, 2022: Sangria Festival 

Aug. 26 – 28, 2022: Taste Of Greektown 

Aug. 27 – 28, 2022: Transamerica Chicago Triathlon 

Dates TBA, 2022: Ginza Festival Chicago 

Dates TBA, 2022: Great American Lobster Fest 

Dates TBA, 2022: Bud Billiken Parade