There’s no other way to enjoy the summertime than attending summer festivals in Chicago.
There is no shortage of events to enjoy every single month. Whether you’re into outdoor music festivals or looking to discover the next big creator at an art festival, the city has every summer street festival just for you.
Find and discover new and familiar festivals with this easy list of festival dates in Chicago.
Bookmark this post or check back often, as new festivals and updated details are added throughout the season.
Chicago Street Festivals by Month:
May Chicago Festivals
May – October 2025: Chicago City Farmers Markets
May 10, 2025: Switch on Summer
May 16, 2025: Manifest Urban Arts Festival
May 16 – 18, 2025: Lincoln Park Mayfest
May 24 – 26, 2025: Mole de Mayo Festival
May 23 – 25, 2025: Belmont-Sheffield Music Fest
May 24 – 25, 2025: Sueños Festival
May 30 – June 1, 2025: Windy City Hot Dog Fest
May 30 – June 1, 2025: Do Division Street Fest
June Chicago Festivals
June – September 2025: Chicago SummerDance
June 6 – 8, 2025: Lincoln Park Greek Fest
June 6 – 8, 2025: Chicago Blues Festival
June 6- 8, 2025: Ribfest Chicago
June 7 – 8, 2025: Gold Coast Art Fair
June 7 – 8, 2025: Annual 57th Street Art Fair
June 11 – Aug 16, 2025: Grant Park Music Festival
June 12 – 15, 2025: Puerto Rican Fest
June 13 – 15, 2025: Andersonville Midsommarfest
June 13 – 15, 2025: Taste of Randolph Street
June 14 – 15, 2025: Old Town Art Fair
June 14 – 15, 2025: Wells Street Art Festival
June 20 – 22, 2025: Summer Smash
June 21 – 22, 2025: Chicago Pride Fest
June 21 – 22, 2025: Vegandale Fest
June 26 – August 7, 2025: Millennium Park Summer Music Series
June 27 – 28, 2025: Chicago Taco & Tequila Fest
June 28 – 29, 2025: Millennium Art Festival
July Chicago Festivals
July 1 – August 19, 2025: Millennium Park Summer Film Series
July 10 – 13, 2025: Windy City Smokeout
July 11 – 13, 2025: African/Caribbean International Festival Of Life
July 11 – 13, 2025: Square Roots Craft Brew and Music Festival
July 12, 2025: Chicago Gospel Music Festival
July 12, 2025: Passport Vibes
July 12, 2025: Chosen Few Picnic & Festival
July 12 – 13, 2025: Southport Art & Music Fest
July 18 – 19, 2025: Taste of River North
July 18 – 20, 2025: Roscoe Village Burger Fest
July 18-20: Tacos y Tamales Festival
July 18 – 20, 2025: West Fest
July 18-20: Colombian Fest
July 19: Volleywood
July 19: Jarvis Square Music & Art Festival
July 19 – 20, 2025: Ravenswood On Tap
July 25: Summer Wine Fest
July 25 – 26, 2025: Taste of Lincoln Avenue
July 25-27: Wicker Park Fest
July 26 – 27, 2025: Chinatown Summer Fair
July 31 – August 3, 2025: Fiesta Del Sol
July 31 – August 1, 2025: Lollapalooza
August Chicago Festivals
August 1 – 2, 2025: Jeff Fest
August 8 – 10, 2025: Ginza Festival
August 8 – 10, 2025: Serb Fest
August 9, 2025: Taste of Albany Park
August 9, 2025: LATINXT
August 9 – 10, 2025: Printers Row Lit Fest
August 14 – 17, 2025: Taylor Street Festival
August 15 – 17, 2025: Glenwood Avenue Arts Fest
August 16 – 17, 2025: The Great American Lobster Fest
August 17, 2025: Roscoe Village Porchfest
August 22 – 24, 2025: Edison Park Fest
August 22 – 24, 2025: Taste Of Greektown
August 22 – 24, 2025: Pizza City Fest
August 22 – 23, 2025: Chicago House Music Festival
August 23 – 24, 2025: Bucktown Arts Fest
August 23 – 24, 2025: Lakeview Taco Fest
August 23 – 24, 2025: Eeeeeatscon
August 28 – 31, 2025: Chicago Jazz Festival
August 29 – 31, 2025: North Coast Music Festival
August 29 – 31, 2025: ARC Music Festival
August 30 – 31, 2025: WingOut Chicago
August 29 – September 1, 2025: Taste of Polonia
September Chicago Festivals
September 5 – 7, 2025: Retro On Roscoe
September 5 – 7, 2025: Taste of Chicago
September 5 – 7, 2025: Edgewater Music Festival
September 5 – 7, 2025: Throwback Music Festival
September 6, 2025: 79th Street Renaissance Festival
September 6 – 7, 2025: Printer’s Row Lit Fest
September 13 – 14, 2025: Lakeview East Festival of the Arts
September 13 – 14, 2025: El Grito Chicago
September 19 – 21, 2025: Riot Fest & Carnival
September 25 – 28, 2025: Chicago Gourmet
September 26 – 28, 2025: Oktoberfest Chicago
September 27 – 28, 2025: Hyde Park Jazz Festival
October Chicago Festivals
October 4 – 5, 2025: Lincoln Square Ravenswood Apple Fest
October 3 – 5, 2025: Lincoln Park Wine Festival
October 18 – 19, 2025: Open House Chicago
3 Quick Tips for a Better Chicago Festival Experience
Attending a festival in Chicago is a great way to explore the city and have fun. Before you experience all of the music, food, and crowds, here are a few essential things that you should know:
- Take the CTA – Public transit saves you time, money, and parking headaches.
- Pack light – Just the essentials: phone, charger, water bottle, sunglasses.
- Plan a meetup spot – Especially helpful if your group splits up or your phone dies.
Want all 9 expert tips(plus other info to know about Chicago events)? Read the Expert Tips For Navigating Chicago Street And Neighborhood Festivals
With this guide, you won’t go wrong with any festival you choose this summer in Chicago. Need more details on my favorites from the list? Be sure to check out The Best Festivals in Chicago: According to The Haute Seeker
