The Haute Seeker

A Complete Guide To Summer Chicago Street Festivals 2023

As temperatures rise, the city comes alive with incredible things to do, and none are more exciting than Chicago street festivals. The city hosts a vibrant calendar of summer events that make every day in the Windy City magical. From food festivals to cultural celebrations, Chicago has street festivals for everyone this summer.

Finding all of the best events this summer can be hard, but this complete guide to street festivals and summer events in Chicago is all you need.

Search street festivals by month:

May • June • July • August • September
October 

May

May 12, 2023: Manifest Urban Arts Festival

May 12 – 14, 2023: Chicago Mayfest

May 13, 2023: Switch on Summer

May 26 – 28, 2023: Mole de Mayo Festival

May 29, 2023: Chicago Spring Tequila Tasting Festival

May 27, 2023: Chicago Memorial Day Parade

May 27 – 28, 2023: Belmont-Sheffield Music Fest

May 27 – 28, 2023: Sueños Festival

May – October 2023: Chicago City Markets 

Crowd at Hyde Park Summer Festival at a Chicago Street Festival by The Haute Seeker

June

June 2 – 4, 2023: Do Division Street Fest

June 2 – 4, 2023: Lincoln Park Greek Fest

June 3, 2023: Chicago Gospel Music Festival

June 3 – 4, 2023: Windy City Hot Dog Fest

June 3 – 4, 2023: Annual 57th Street Art Fair

June 8 – 11, 2023: Chicago Blues Festival

June 9 – 11, 2023: Andersonville Midsommarfest

June 10, 2023: Vegandale Fest

June 10 – 11, 2023: Old Town Art Fair

June 10 – 11, 2023: Heat Wave Music Festival

June 10 – 11, 2023: Wells Street Art Festival

June 17 – 18, 2023: Hyde Park Summer Fest

June 14 – Aug 19, 2023: Grant Park Music Festival

June 16 – 18, 2023: Taste of Randolph Street

June 17 – 18, 2023: Chicago Pride Fest

June 17 – 18, 2023: Gold Coast Art Fair

June 22 – 23, 2023: Ravenswood On Tap

June 22 – August 21, 2023: Millennium Park Summer Music Series 

June 24 – 25, 2023: Miche Festival

June 24 – 25, 2023: Logan Square Arts Festival

June 23 – 24, 2023: Pride In The Park Chicago 

June 23 – 25: Summer Smash 2023

Crow at Tacos and Tamales at Chicago Street Festival by The Haute Seeker

July

July 1 – 4, 2023: African/Caribbean International Festival Of Life 

July 7 – 9, 2023: Square Roots Craft Brew and Music Festival

July 7 – 9, 2023: Roscoe Village Burger Fest

July 8: Chosen Few DJs Picnic & Music Festival

July 8 – 9, 2023: Southport Art & Music Fest 

July 11 – August 29, 2023: Millennium Park Summer Film Series  

July 14 – 16, 2023: Millennium Art Festival

July 13 – 16, 2023: Windy City Smokeout

July 15 – September 10, 2023: Chicago SummerDance

July 21 – 23, 2023: Taste of Lincoln Avenue

July 21 – 23, 2023: Pitchfork Music Festival

July 29 – 30, 2023: Chinatown Summer Fair 

July 29 – 30, 2023: Chicago Food Truck Festival

July 22 – 23, 2023: Chicago Margarita Festival

July 27 – 30, 2023: Fiesta Del Sol

July 29th & 30th:  Annual Silver Room Block Party

Black woman smiling with white man at a Chicago Street Festival by The Haute Seeker

August

August 3 – 6, 2023: Lollapalooza

August 4 – 6, 2023: Jeff Fest

August 11 – 13, 2023: Ginza Festival 

August 12 – 13, 2023: Printers Row Lit Fest 

August 12 – 13, 2023: Northalsted Market Days 

August 11 – 13, 2023: Retro On Roscoe

August 11 – 13, 2023: Edison Park Fest 

August 12, 2023: Bud Billiken Parade 

August 12 & 13, 2023: My House Music Festival

August 17, 2023: Clark After Dark

August 18 – 20, 2023: Ribfest Chicago

August 19 & 20: Chicago Air & Water Show 

August 19 & 20: Great American Lobster Fest 

August 25 – 27, 2023: Taste Of Greektown

August 26, 2023: Chalk Howard Street

Chicago Gourmet Chicago Street Festival by The Haute Seeker

September

September 1 – 3, 2023: North Coast Music Festival

September 1 – 3, 2023: ARC Music Festival

September 1 -3, 2023: Taste of Polonia 

August 19 & 20, 2023: Chicago Jazz Festival

September 1 – 4, 2023: African Festival of the Arts 

September 2 – 3, 2023: West Loop Art Fest

September 8 – 10, 2023:  Taste of Chicago

September 9, 2023: World Dumpling Fest

September 9 – 10, 2023: Printers Row Lit Fest 

September 15- 17, 2023: Riot Fest & Carnival 

September 16 – 17, 2023: Lakeview East Festival of the Arts 

September 23 – 24, 2023: Hyde Park Jazz Festival

September 16 – 17, 2023: Sam Adams’ Lakeview Taco Fest 

September 21 – 24, 2023: Chicago Gourmet

September 22 – 24, 2023: Oktoberfest Chicago

September 22 – October 1: World Music Festival Chicago

September 30 – October 1, 2023: Apple Fest

September 2023: Throwback Music Festival

September 2023: Mexican Independence Parade

September 2023: 80th Street Renaissance Festival

October

October 6 – 8, 2023: Lincoln Park Wine Festival

October 14 – 15, 2023: Open House Chicago.

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Tips for Attending a Chicago Street Festival

Attending a street festival in Chicago is a great way to explore the city and have fun. By using this guide to plan ahead, you can make the most of your festival experience. Here are some other tips to make your festival experience the best yet:

  • Bring cash: Some street festivals ask for cash “donations” as an alternative to an entry fee. Be sure to have some on hand so that you can enter the festival with ease.
  • Visit the website: Find out performance windows, vendors, and other things to expect from street festivals by visiting their website beforehand so you know what to expect when you arrive.
  • Taking public transit: This is the easiest way to get around as streets are often closed down for blocks and even miles in some instances
  • Dress comfortably: This is key for the festival season. Dress in layers and wear comfortable shoes. More often than not you will be standing. The temperatures may also increase or drop throughout the day, dressing in layers will make sure you enjoy festivities all day long.
  • Travel Light: Take only the essentials with you to the festival like your phone, sunglasses, an extra charger, and a refillable water bottle. There is often security at festivals and bags will sometime be checked, so leave any extras or things that you wouldn’t want to lose at home.
  • Coordinate a meetup spot: If you plan to attend a festival with a group of friends, determine a designated meetup spot before, during, and after the festival. This is important to establish should someone lose their phone or get “caught up” in the festival spirit.

Even if you are a first-time festival-goer, you should feel confident that you can have a great time now that you know the inside tricks and tips. So what are you waiting for? Get out there and get to the Chicago Street Festival – you won’t regret it!

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 outThe Best Festivals in Chicago: According to The Haute Seeker

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