PB Chicago Annual Events Guide

If you're looking for something fun to do in Chicago, then this is definitely where you want to be. We have scoured around for all of the annual events that happen in the great Windy City area. You'll find events that happen all year round, and you won't be disappointed with any of them. Check out the list of events below, and find the perfect event to take your friends to in one of our vehicles!

Please note: The dates are indictive of 2016 dates and may be different in the following years. Be sure to research the events to learn the full details of that event and what the event entails.

Looking for a specific month? Click the list below to jump to that month in particular!

Chicago Sketch Comedy Festival

January 7 - 17

Rhinoceros Theater Festival

January 16 – February 28

Tomorrow Never Knows Festival

January 13 – 17

Chicago Boat, Sports & RV Show

January 14 – 18

Chicago Cubs Convention

January 15 – 17

Fillet of Solo Festival

January 15 – 31

SoxFest

January 29 – 31

Chicago Restaurant Week

January 22 – February 4

IKC Dog Show

January 27 - February 31

Randolph Street Market Festival

January 30 – 31

 

 

 

 

Chicago Restaurant Week

Through February 4

Snow Days Chicago at Navy Pier

February 7 - 8

Chicago Theatre Week

February 11 – 21

University of Chicago Folk Festival

February 12 – 13

Chicago Auto Show

February 13 – 21

Chicago Chinese New Year Celebration

February 8 - 22

Lunar New Year Parade

February 13

Chinatown Lunar New Year Parade

February 14

St. Patrick's Day Downtown Parade & River Dyeing

March 12

Chicago Flower & Garden Show at Navy Pier

March 12 - 20

Southside Irish Parade

March 13

Northwest Side Irish Parade

March 13

C2E2: Chicago Comic and Entertainment Expo

March 18 – 20

Good Food Festival

March 24 – 26

Macy's Flower Show

March 20 – April 3

 

 

Chicago Dance Month

April 1 - May 1

Macy's Flower Show

Through April 3

Chicago White Sox Opening Day at US Cellular Field

April 8

River North Beer Fest

April 9

CHIRP Record Fair

April 9

Chicago Cubs Opening Day at Wrigley Field

April 11

CIMMfest: The Chicago International Movies & Music Festival

April 14 - 17

Chicago Pinot Days

April 16

2016 NFL Draft and Fan Festival

April 28 – 30

Chicago Zine Fest

April 29 - 30

One of A Kind Show and Sale | Spring Show

April 29 - May 1

Baconfest Chicago

April 30 - May 1

One of A Kind Show and Sale | Spring Sale

Through May 1

Cinco de Mayo Parade (Little Village)

May 1

Chicago Improv Festival

May 2 – 8

James Beard Foundation Awards

May 2

Chicago Kids and Kites Festival

May 7

Chicago Symphony Orchestra Spring Festival

May 7 – 23

Chicago Craft Beer Week

May 14 - 24

Mayfest

May 20 - 22

Frank Lloyd Wright Trust presents Wright Plus Housewalk

May 21

Lincoln Park Wine Festival

May 21 - 22

Bike the Drive

May 24

Chicago Memorial Day Parade

May 28

Navy Pier Summer Fireworks

May 28 - September 3

Randolph Street Market Festival

May 28 - 29

Belmont-Sheffield Music Festival

May 28 - 29

Mole de Mayo

May 27 - 29

Maifest

May 28 – 31

 

 

 

 

 

 

Navy Pier Summer Fireworks

Through September 23

Maifest

June 2 - 5

Pivot Arts Festival

June 2 - 12

Chicago Gospel Music Festival

June 3 - 4

Do Division

June 3 - 5

Taste of Little Village: Flavors of Mexico

June 3 - 5

57th Street Art Fair

June 4 - 5

Lincoln Park Greek Fest

June 5 - 7

Copa America Centenario

June 5, 7, 10

Millennium Park Music Series

June 6 - August 25

Andersonville Midsommarfest

June 10 - 12

Ribfest Chicago

June 10 - 12

Chicago Blues Festival

June 10 - 12

America's Cup World Series

June 10 -12

Spring Awakening Music Festival

June 10 - 12

Pilsen Food Truck Social

June 11 - 12

Remix Chicago: Chicago's Recycled Art Fair

June 11 - 12

Wells Street Art Festival

June 11 - 12

Grant Park Music Festival

June 15 – August 20

Puerto Rican Festival & Parade

June 16 - 19

Chicago Ale Fest

June 17 - 18

Brew to Be Wild

June 17 - 18

Oakley Festa Pasta Vino

June 17 - 19

Taste of Randolph

June 17 - 19

Windy City Lake Shake

June 17 - 19

Chicago Pride Fest

June 18 - 19

Green Music Fest

June 18 - 19

Puerto Rican People's Parade (Humboldt Park)

June 19

Dew Tour at Grant Park Skate Park

June 20 - 21

Make Music Chicago

June 21

Millennium Park Summer Film Series

June 21 - August 30

Copa America Centenario

June 22

Gold Coast Art Fair

June 24 - 26

Gold Coast Greek Fest

June 24 - 26

Logan Square Arts Festival

June 24 - 26

Chicago SummerDance

June 24 - September 11

Old St. Pat's World's Largest Block Party

June 25

Rachael Ray's Feedback Festival

June 25

Randolph Street Market Festival

June 25 - 26

Back Lot Bash

June 25 - 28

Chicago Pride Parade

June 26

 

 

 

 

 

 

Grant Park Music Festival

Through August 20

Millennium Park Music Series

Through August 25

Millennium Park Summer Film Series

Through August 25

Navy Pier Summer Fireworks

Through September 3

Chicago SummerDance

Through September 11

African/Caribbean International Festival of Life

July 1 - 4

Chosen Few Picnic: House Music Festival

July 2 - 3

Windy City RibFest in Uptown

July 1 - 3

Fourth of July Fireworks at Navy Pier

July 4

Taste of Chicago

July 6 - 10

Millennium Art Festival

July 8 - 10

Square Roots Festival

July 8 - 10

Ruido Fest

July 8 - 10

West Fest

July 8 - 10

Tour de Fat

July 9

Roscoe Village Burger Fest

July 9 - 10

Irish American Heritage Festival

July 10 - 12

artfest Michigan Avenue

July 15 - 17

Windy City Smokeout

July 15 - 17

Pitchfork Music Festival

July 15 - 17

Southport Art & Music Fest

July 16 - 17

Chinatown Summer Fair

July 17

Dearborn Garden Walk

July 17

Taste of River North

July 22 - 24

Chicago Yacht Club Race to Mackinac

July 23

Wicker Park Fest

July 23 - 24

Chicago Craft Beer Festival

July 23 - 24

Sheffield Music Festival & Garden Walk

July 23 - 24

Taste of Latin America

July 23 - 24

Tall Ships Chicago 2016 at Navy Pier

July 27- 31

Fiesta del Sol

July 28 - 31

Lollapalooza

July 28 - 31

Chicago Margarita Festival

July 30 - 31

Randolph Street Market Festival

July 30 - 31

 

 

 

 

Grant Park Music Festival

Through August 20

Millennium Park Music Series

Through August 25

Millennium Park Summer Film Series

Through August 30

Navy Pier Summer Fireworks

Through September 3

Chicago SummerDance

Through September 11

Chicago Hot Dog Fest

August 5 - 7

South Loop Beer & Cider Fest

August 6

Edge Fest

August 6 - 7

Taste of Lincoln Avenue

August 6 - 7

Wrigleyville SummerFest

August 6 - 7

Tacos & Tamales Festivale

August 6 - 7

Ecuador Parade (Albany Park)

August 7

Ginza Festival Chicago

August 12 - 14

Retro on Roscoe

August 12 - 14

Reggae Fest Chicago

August 13

Northalsted Market Days

August 13 - 14

Pakistan Independence Day Parade (West Rogers Park)

August 14

West Loop Art Fair

August 17 - 18

Clark After Dark

August 18

Festa Italiana

August 19 - 21

Edison Park Fest

August 19 - 21

Glenwood Avenue Arts Fest

August 19 - 21

Windy City Carnival

August 20

India Independence Day Parade

August 20

Chicago Air & Water Show

August 20 - 21

Albany Park World Fest

August 20 - 21

South Shore Summer Festival

August 21

Chicago Dancing Festival

August 23 - 27

Taste of Greektown

August 27 - 28

Bucktown Arts Festival

August 27 - 28

Randolph Street Market Festival

August 27 - 28

Transamerica Chicago Triathlon

August 28

Navy Pier Summer Fireworks

Through September 3

Chicago SummerDance

Through September 11

Chicago Jazz Festival

September 1 - 4

Chicago Fringe Festival

September 1 - 11

Great American Lobster Fest

September 2 - 3

North Coast Music Festival

September 2 - 4

African Festival of the Arts

September 2 - 5

Taste of Polonia

September 2 - 5

Beverly Brews Fest

September 3

Festival Boricua

September 3 - 4

Ciders & Sliders Fest

September 3 - 4

Chicago's Best Summer WingFest

September 5

Chicago Latino Music Festival

September 8 - December 1

Windy City Wine Festival

September 9 - 10

Hip Hop Summerfest

September 9 - 11

German Day Festival & Von Steuben Parade

September 9 - 11

World Music Festival Chicago

September 9 - 25

Lakeview East Festival of the Arts

September 10 - 11

Pilsen Mexican Indpendence Day Parade

September 10

Renegade Craft Fair

September 10 - 11

Ravenswood ArtWalk

September 10 - 11

26th Street Mexican Independence Day Parade

September 11

Guatemalan Independence Parade

September 11

Festival de La Villita

September 11 - 13

Riot Fest & Carnival

September 16 - 18

Sam Adams' Lakeview Taco Fest

September 17 - 18

City Made Fest

September 17 - 18

West Loop Art Fest

September 17 - 19

Double Ten Parade (Chinatown)

September 18

EXPO Art Week

September 19 - 25

EXPO Chicago

September 22 - 25

Chicago Gourmet

September 23 - 25

Oktoberfest Chicago

September 23 - 25

Hyde Park Jazz Festival

September 24 - 25

AAHH! Fest by Common

September 24 - 25

Randolph Street Market Festival

September 24 - 25

Oyster Fest Chicago

September 30

West Town Art Walk

September 30 - October 1

West Town Food Truck Social

September 30 - October 1

 

 

Chicago Latino Music Festival

Through December 1

Fulton Market Harvest Fest

October 2

Ear Taxi Festival

October 5 - 10

Rocktober Beerfest

October 7 - 9

Chicago Marathon

October 9

Columbus Day Parade

October 10

Chicago International Film Festival

October 13 - 27

Open House Chicago presented by Chicago Architecture Foundation

October 15 - 16

Logan Square Food Truck Social

October 15 - 16

Chicago Ideas Week

October 17 - 23

The Halloween Gathering Festival & Parade

October 22

Randolph Street Market Festival

October 29 - 30

Day of the Dead in the City of Chicago

October 30

Northalsted Halloween Parade

October 31

 

 

 

 

Chicago Latino Music Festival

Through December 1

SOFA Art + Design Fair

November 3 - 6

The Rugby Weekend

November 4 - 5

McCormick Tribune Ice Skating Rink in Millennium Park

November 18 – March 5, 2017

Christmas Tree Lighting Ceremony at Millennium Park

November 18

Christkindlmarket

November 18 – December 24

The Magnificent Mile Lights Festival

November 19

Randolph Street Holiday Market

November 19 - 20

McDonald's Thanksgiving Parade

November 24

Caroling at Cloud Gate in Millennium Park

November 25 - December 23; Fridays

ChillFest Acoustic Music Festival

November 26

Randolph Street Holiday Market

November 26 - 27

ZooLights at Lincoln Park Zoo

November 27 – January 1, 2017

Wreathing of the Lions at the Art Institute of Chicago

November 27

West Town Winterfest

November 28

 

 

Caroling at Cloud Gate in Millennium Park

Through December 23; Fridays

Santa House at Daley Plaza

Through December 24

Christkindlmarket

Through December 24

ZooLights at Lincoln Park Zoo

Through January 1, 2017

Winter WonderFest at Navy Pier

December 1 – January 8, 2017

McCormick Tribune Ice Skating Rink in Millennium Park

Through March 6, 2017

One of A Kind Show and Sale

December 1 - 4

Holiday Magic at Brookfield Zoo

December 3 - 18 Saturdays and Sundays; December 26 - 31 daily

Renegade Craft Fair Holiday

December 3 - 4

Polar Palooza

December 3 - 4

Randolph Street Holiday Market

December 10 - 11

St. Lucia Festival of Lights

December 13

New Year's Eve Fireworks at Navy Pier

December 31

Chi-Town Rising: NYE Celebration

December 31