Best time to visit Chicago

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Best time of year to visit Chicago

April to May and September to October is the best time to visit Chicago as the weather is mild and tourist numbers are moderate. In late spring, celebrate local beer culture at the Mayfest. Summer in the city is famous for its hotel rates going through the roof and unstable weather when agonizing heat waves from June to August can hinder your sightseeing experience. However, Chicago is lucky to be located next to the lake, that's why festival goers boldly and enthusiastically attend Lollapalooza and other great summer events. September says goodbye to the summer at the Chicago Jazz Festival and during the Chicagohenge at the end of the month. A freezing and windy period between November and March offers you great deals on airfare and accommodation, just pack your warmest layers. St. Patrick's Day turns the Chicago River green in March, probably one of the best sights of the city!

7 THINGS TO DO IN CHICAGO (AUGUST 25 - SEPTEMBER 03)

Summer Fireworks at Navy Pier

Summer Fireworks at Navy Pier

late May–early September • event

For the whole summer you have a chance to see the beautiful fireworks twice a week!

Chicago Jazz Festival

Chicago Jazz Festival

August 22–31, 2019 • event

A favorite Labor Day Weekend tradition with great music all over the city

Willis Tower (Skydeck Chicago)

Willis Tower (Skydeck Chicago)

all year round • activity

Step to the glass box ledge and walk in the air 1,353 feet above Chicago

Beach Season

Beach Season

July–August • activity

Chicagoans love summers, even though they are extremely hot and humid. Part of this love is surplused by the existance of beaches

Kayaking Season

Kayaking Season

June–October • activity

Take a kayaking trip on the beautiful Chicago River

The Plant Chicago

The Plant Chicago

all year round • activity

A former meatpacking facility is transformed into a human-made ecosystem

Sailing Season

Sailing Season

May–October • activity

Sailing is much time limited in Chicago due to the weather conditions

54 THINGS TO DO OUT OF SELECTED DATE RANGE

Chicagohenge

Chicagohenge

March 20 | September 22, 2019 • nature

This remarkable urban scene happens twice a year!

Chicago Air and Water Show

Chicago Air and Water Show

August 17–18, 2019 • event

The oldest and largest show of this kind in the United States

St. Paddy's Day

St. Paddy's Day

March 16, 2019 • event

St. Patrick's Day in Chicago is definitely a party of a lifetime!

Kids and Kites Festival

Kids and Kites Festival

May 04, 2019 • event

The spectacular and beautiful celebration of the spring's arrival!

Rubber Ducky Race

Rubber Ducky Race

August 08, 2019 • event

50,000 yellow rubber ducks are splashed into the Chicago River to fundraise for the Special Olympics Illinois

Roscoe Village Burger Fest

Roscoe Village Burger Fest

July 12–13, 2019 • event

The mouthwatering burger festival

Windy City Smokeout

Windy City Smokeout

July 12–14, 2019 • event

Starting as a local barbecue get-together, the Smokeout has become one of the best festivals in town!

4th of July Fireworks & Events

4th of July Fireworks & Events

July 04 • event

Enjoy the most important holiday of the summer on the shore of Lake Michigan

Chicago Thanksgiving Parade

Chicago Thanksgiving Parade

November 28, 2019 • event

One of the biggest fall events in Chicago

Chinatown Lunar New Year Parade

Chinatown Lunar New Year Parade

February 05, 2019 • event

Chinese New Year is celebrated heavily in Chicago

Chicago Polar Plunge

Chicago Polar Plunge

March 02, 2019 • event

Raising money for a cause is always a good idea, even if it means jumping into the frosty Lake Michigan!

Chicago Pride Parade & Fest

Chicago Pride Parade & Fest

June 21–22, 2019 | June 30, 2019 • event

A colorful celebration of freedom, diversity and culture

Fifth Third Bike the Drive

Fifth Third Bike the Drive

May 25, 2019 • event

Once in a year a lakefront road is closed for cars and open for the cyclists!

Mayfest

Mayfest

May 17–19, 2019 • event

As an Oktoberfest's counterpart, this festival offers you plenty of foods and drinks as well as beer gardens!

BMO Harris Magnificent Mile Lights Festival

BMO Harris Magnificent Mile Lights Festival

November 22–23, 2019 • event

The holiday spirit takes over the Michigan Avenue on that night

Chiditarod

Chiditarod

March 02, 2019 • event

Isn't it your lifetime dream to race in a cart of food between the neighbourhood bars?

Chicago Blues Festival

Chicago Blues Festival

June 7–9, 2019 (TBC) • event

The largest free blues festival in the world and one of the greatest music festivals in Chicago

Ribfest Chicago

Ribfest Chicago

June 07–09, 2019 • event

One of Chicago's trademarks, the Ribfest attracts crowds annually

May Day

May Day

May 01 • event

Labour Day is always a big deal in Chicago

Baconfest

Baconfest

April 05–06, 2019 • event

A festival dedicated to bacon? Definitely one of the best ideas in the world!

Chicago Food Truck Festival

Chicago Food Truck Festival

June 22–23, 2019 | September 21–22, 2019 • event

The city by Lake Michigan is obsessed with food trucks

Christkindlmarket Chicago

Christkindlmarket Chicago

November 16–December 24, 2018 • event

​Drink some Glühwein, shop for presents, and enjoy German food delights at one of the largest Christmas markets in the US

Dragon Boat Race for Literacy

Dragon Boat Race for Literacy

July 27, 2019 • event

Traditionally ornated Chinese Boats race through Chicago River for Literacy

ZooLights

ZooLights

November 22 2018–January 05 2019 • activity

Linkoln Park Zoo is not only one of the biggest and oldest zoos in the USA, but it also boasts some perfect winter scenery

Chicago Restaurant Week

Chicago Restaurant Week

January 24–February 06, 2019 • event

So many participating restaurants, so little time

World Music Festival Chicago

World Music Festival Chicago

September 13–29, 2019 • event

Musicians from over 20 countries give about 50 performances with free admission

Arts in the Dark Halloween Parade

Arts in the Dark Halloween Parade

October 19, 2019 • event

The most fun fall event loved by kids and adults

Chicago Theatre Week

Chicago Theatre Week

February 07–17, 2019 • event

A range of extraordinary theatrical offerings returns to Chicago every year in February

Winter WonderFest

Winter WonderFest

November 30 2018–January 06 2019 • event

Beloved Chicago indoor winter event perfect for frosty days

Chicago Latino Film Festival

Chicago Latino Film Festival

March 28–April 11, 2019 • event

A great selection of films, documentaries, and shorts from the Spanish-speaking world

Memorial Day Parade

Memorial Day Parade

May 25, 2019 • event

Don't miss your chance to see the largest Memorial Day Parade in the country

Chicago Museum Week

Chicago Museum Week

January 17–25, 2018 • event

Free events, special programs, and promotions at Chicago's best museums

Taste of Chicago

Taste of Chicago

July 10–14, 2019 • event

Note down the recipe for an unforgettable food & music festival

Chicago Auto Show

Chicago Auto Show

February 09–18, 2019 • event

The biggest auto show in North America

The Morton Arboretum Illumination

The Morton Arboretum Illumination

November 17 2018–January 01 2019 • event

An enchanted forest filled with dazzling projections and interactive trees that respond to touch and voice

East Peoria Festival of Lights

East Peoria Festival of Lights

November 22–December 31, 2018 • event

One of the biggest and brightest holiday events in Illinois

Lollapalooza

Lollapalooza

July 31–August 03, 2019 • event

One of the oldest and most famous alternative music festivals is a must-visit!

Cupid's Undie Run

Cupid's Undie Run

February 16, 2019 • event

Chicago loves running wearing hardly anything. Of course, for the good cause

Ginza Holiday Festival

Ginza Holiday Festival

August 09–11, 2019 • event

Lots of Japanese food, culture and entertainment

Chicago International Film Festival

Chicago International Film Festival

October 16–27, 2019 • event

The longest-running competitive film festival in the USA

Chicago Marathon

Chicago Marathon

October 12, 2019 • event

Check out the scenic course of one of the largest marathons in the U.S.

Riot Fest

Riot Fest

September 13–15, 2019 • event

A legendary rock music event held in Chicago

Cinco de Mayo

Cinco de Mayo

May 05, 2019 • event

Drink lots of margaritas and cerveza celebrating the Mexican national holiday

Country LakeShake Festival

Country LakeShake Festival

June 21–23, 2019 • event

A big country music festival on the lakefront

Festival Cubano (Cuban Fest Chicago)

Festival Cubano (Cuban Fest Chicago)

August 09–11, 2019 • event

A vibrant celebration of Latin culture in the Midwest

Chicago Beer Classic

Chicago Beer Classic

May 04, 2019 • event

The largest beer festival in the city celebrates the beginning of summer season

Spring Awakening Festival

Spring Awakening Festival

June 07–09, 2019 • event

A summer gathering of leading DJs from all over the world

Redhead Days Chicago

Redhead Days Chicago

July 05–07, 2018 • event

The largest redhead gathering in the US

Critical Mass

Critical Mass

January 25, 2019 • event

The monthly event to make it clear how many cyclists are there

Journey to the End of the Night

Journey to the End of the Night

May 31–June 29, 2017 • activity

The urban game that attracts thousands of people

Tour de Fat

Tour de Fat

July 30, 2018 • event

The festival of bikes and environmentally conscious people!

Illinois Craft Beer Week

Illinois Craft Beer Week

May 10–17, 2019 • event

The Illinois Craft Brewers Guild organizes the massive 11 days long craft beer event

Pitchfork

Pitchfork

July 20–22, 2018 • event

One of the trendiest festivals, Pitchfork sets the music scene

Santa Speedo Run

Santa Speedo Run

December 01, 2018 • event

Be merry, be positive, be helpful, be Santa! Thousands of Christmas fans running in the swimming suits.