The Complete Guide to Chicago Events & Festivals 2020

Kick-off the new year and a brand new decade with the ultimate guide to Chicago’s biggest events, festivals, and things to do in 2020. Chicago is a city that is full of fun things to do in the city month after month. From festivals to parades, concerts, and annual celebrations, this year is sure to be full of fun events both old and new.

Check out the festival guides below or click on a month to see what’s coming up. See the release dates for the city’s biggest events of 2020 and plan your calendar accordingly.

Search festivals by month:

January • February • March • AprilMayJuneJulyAugust SeptemberOctober November December


January

people ice skating at Millennium Park in Chicago image featured in January events guide 2020 on The Haute Seeker
Millennium Park | Image by Taylor Justin

January 1st – Jan. 12, 2020: Winter Wonderfest at Navy Pier

January 9 – 19, 2020: Chicago Sketch Comedy Festival

January 10 – 26, 2020: Fillet of Solo Festival

January 25, 2020: Winter Brew

January 11, 2020: Chicago Ale Fest

January – March 2020: Ice skating in Millennium Park

January 24 – Feb. 9, 2020: Chicago Restaurant Week

February

February 2, 2020: Lunar New Year Parade

February 13 – 23, 2020: Chicago Theatre Week

February 14 – 16, 2020: All-Star Weekend

Feb 8 – 17, 2020: Chicago Auto Show

February 23, 2020: Chicago Volunteer Expo

February 28 – March 1, 2020: C2E2: Chicago Comic and Entertainment Expo

March

March 1, 2020: Cochon 555

March 3, 2020: Polar Plunge for the Special Olympics

March 14, 2020: St. Patrick’s Day Downtown Parade & River Dyeing

March 14, 2020: Global Connections: Holi

March 18 – 22, 2020: Chicago Flower & Garden Show at Navy Pier 

March 2020: Good Food Festival

March 2020: Macy’s Flower Show

April

Cloud Gate also known as "The Bean" located in Millennium Park in Chicago. Photo taken by Taylor Justin The Haute Seeker
Cloud Gate | Image by Taylor Justin

April 3 – 5, 2020: Black Women’s Expo

April 4, 2020: Free Museum Day

April 18, 2020: Baconfest Chicago

April 18, 2020: Wingfest

April 2020: Macy’s Flower Show

April 2020: I Heart Halal

April – November 2020: Made in Chicago

May

May 2, 2020: Chicago Kids and Kites Festival

May 2, 2020: Chicago Beer Classic

May 5, 2020: Switch on Summer

May 14 – 20, 2020: Chicago Antiques + Art + Design Show

May 16, 2020: Wright Plus Housewalk

May 15, 2020: Manifest Urban Arts Festival

May 15 – 16, 2020: Chicago Zine Fest

May 15 – 17, 2020: Lincoln Park Wine Festival

May 21 – 23, 2020: 5th Annual Chicago House Music Conference & Festival

May 21 – 23, 2020: Chicago House Music Festival

May 22 – 24, 2020: Mole De Mayo

May 23, 2020: Chicago Memorial Day Parade

May 23 – 24, 2020: Randolph Street Market Festival

May 23 – 24, 2020: Belmont-Sheffield Music Fest

May 24, 2020: Bike the Drive

May 26 – 30, 2020: Chicago Gospel Music Festival

May 27 – 30, 2020: The Other Art Fair

May 28 – 31, 2020: Maifest

May 26 – 30, 2020: Chicago Gospel Music Festival

May 31 – June 2, 2020: Taste Of Mexico In Little Village 

May 29 – 31, 2020: Do Division Street Fest & Sidewalk Sale 

May 2020: Beer Under the Glass

May 2020: Illinois Craft Beer Week

May – October 2020: Chicago Riverwalk

June

Summer Dance in Grant Park Chicago by The Haute Seeker
Summer Dance in Grant Park Chicago | Image by Taylor Justin

June 1: Taste of Randolph Street

June 1 – 2, 2020: 57th Street Art Fair 

June 5 – 7, 2020: Chicago Blues Festival

 June 5 – 7, 2020: Lincoln Park Greek Fest

June 6 – 7, 2020: Hyde Park Brew Fest 

June – August 2020: Millennium Park Music Series

June 13 – 14, 2020: Old Town Art Fair 

June 5 – 7, 2020: Chicago Blues Festival

June 6 – 7, 2020: Printers Row Lit Fest 

June 10 – August 15, 2020: Grant Park Music Festival 

June 12 – 14, 2020: Ribfest Chicago 

June 21 – 22, 2020: World’s Largest Block Party

June 2020: Ruido Fest 

June 20 – 21, 2020, Ravenswood On Tap 

June 20 – 21, 2020: Pride Fest Chicago 

June 26 – 28, 2020: Millennium Art Festival

June 28, 2020: Chicago Pride Parade

June 25 – Aug. 22, 2020: Chicago Summerdance

July

July 3 – 5, 2020: Windy City Ribfest In Uptown 

July 3 – 5, 2020: African/Caribbean International Festival Of Life 

July 8 – 12, 2020: Taste of Chicago.

July 2020: 17th Annual Silver Room Block Party

July 4, 2020: Fourth Of July Fireworks At Navy Pier 

July 30, 2020: Chosen Few DJs Picnic & Music Festival

 July 10 – 12, 2020: Windy City Smokeout

July 11 – 12, 2020: Southport Art & Music Fest 

July 2020: Pitchfork Music Festival

July 2020: Chalk Howard Street

July 18 – 19, 2020: Artfest Michigan Avenue

July 20 – 21, 2020: Chicago Craft Beer Festival

July 21, 2020: Chinatown Summer Fair 

July 25 – 26, 2020: Chicago Margarita Festival

July 30 – August 2: Fiesta Del Sol

July 30 – Aug. 2, 2020: Lollapalooza

August

August 1 – 2, 2020: Edge Fest 

August 7 – 9, 2020: Ginza Festival 

August 8 – 9, 2020: Northalsted Market Days 

August 15 – 16, 2020: Chicago Air & Water Show 

August 18 – 20, 2020: Lincoln Square Greek Fest

August/September 2020: North Coast Music Festival

August/September 2020: Great American Lobster Fest 

August/September 2020: Taste of Polonia 

August/September 2020: African Festival of the Arts 

August 2020: Jeff Fest

August 2020: Retro On Roscoe

August 2020: Chicago Hot Dog Fest 

August 2020: Bud Billiken Parade 

August 2020: My House Music Festival

August 14 – 16, 2020: Edison Park Fest 

August 2020: Windy City Carnival 

August 2020: Pilsen Fest 

August – October 2020: Midnight Circus in the Parks

August 15 – 16, 2020: Sangria Festival

August 23 – 25, 2020: Taste Of Greektown

August 28 – September 6, 2020: Chicago Jazz Festival

September

Image | Expo Chicago

September 11 – 12, 2020: ¡Súbelo! – A Celebration of Pan Latin Music and Culture 

September 11 – 27, 2020: World Music Festival Chicago.

September 11 – 13, 2020: Riot Fest & Carnival 

September 12 – 13, 2020: Lakeview East Festival of the Arts 

September 14 – 15, 2020: Chicago Bourbon & Barbecue Fest 

September 21 – 22, 2020: Sam Adams’ Lakeview Taco Fest 

September 25 – 27, 2020: Chicago Gourmet

September 24 – 27, 2020: Expo Chicago 

 September 2020: Throwback Music Festival

September 2020: Chicago Architecture Biennial

September 2020: Oktoberfest Chicago At St. Alphonsus 

September 2020: World Dumpling Fest 

September 2020: Inherit Chicago 

September 2020: Mexican Independence Parade

September 2020: 79th Street Renaissance Festival

September 2020: Chicago Football Classic

October

October 3 -4, 2020: Apple Fest

October 9, 2020: Fleurotica

October 17 – 18, 2020: Open House Chicago.

October 26 – 29, 2020: Chicago Ideas Week.

October 11, 2020: Bank of America Chicago Marathon

November

Christmas Tree on 400 Michigan Avenue in Chicago as featured on The Haute Seeker
Christmas Tree on Michigan Avenue | Image by Taylor Justin

November 2020: 107th Christmas Tree Lightening and Holiday Celebrations.

November 5-8, 2020: Sofa Art + Design Fair

November 2020: Magnificent Mile Lights Festival

November 2020 – January 2021: Zoolights at Lincoln Park Zoo

Nov. 26, 2020: Thanksgiving Parade 

November 2020 – March 2021: Ice skating in Millennium Park 

December

December 31, 2020: New Years’ Eve Fireworks at Navy Pier.

December 3 – 6, 2020: One of a Kind Holiday Show.


Check out the monthly breakdown of the best do in Chicago by checking out the monthly events guide.

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