Best time to visit Chicago

11 days
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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!


Summer Fireworks at Navy Pier

June–August • event

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

Chicago Jazz Festival

August 24–September 02, 2018 • event

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

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

Willis Tower (Skydeck Chicago)

all year round • activity

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

Kayaking Season

June–October • activity

Take a kayaking trip on the beautiful Chicago River

Sailing Season

May–October • activity

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



March 20 | September 22, 2018 • nature

This remarkable urban scene happens twice a year!

Chicago Air and Water Show

August 18–19, 2018 • event

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

St. Paddy's Day

March 17, 2019 • event

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

Roscoe Village Burger Fest

July 13–14, 2019 • event

The mouthwatering burger festival

Rubber Ducky Race

August 09, 2018 • event

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

Windy City Smokeout

July 13–15, 2018 • event

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

Kids and Kites Festival

May 05, 2018 • event

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

Chinatown Lunar New Year Parade

February 05, 2019 • event

Chinese New Year is celebrated heavily in Chicago

4th of July Fireworks & Events

July 04 • event

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


March 02, 2019 • event

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

Chicago Polar Plunge

March 04, 2018 • event

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


May 17–19, 2019 • event

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

Ribfest Chicago

June 08–10, 2018 • event

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

MB Bike the Drive

May 2019 (TBA) • event

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

Chicago Restaurant Week

January 26–February 08, 2018 • event

So many participating restaurants, so little time

BMO Harris Magnificent Mile Lights Festival

November 16–17, 2018 • event

The holiday spirit takes over the Michigan Avenue on that night

Cupid's Undie Run

February 2019 (TBA) • event

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

Dragon Boat Race for Literacy

June 23, 2018 • event

Traditionally ornated Chinese Boats race through Chicago River for Literacy

Critical Mass

April 27, 2018 • event

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


August 02–05, 2018 • event

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


July 20–22, 2018 • event

One of the trendiest festivals, Pitchfork sets the music scene


December–February • 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

Journey to the End of the Night

June 01–30, 2017 • activity

The urban game that attracts thousands of people


April 05–06, 2019 • event

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

Tour de Fat

July 30, 2018 • event

The festival of bikes and environmentally conscious people!

Chicago Craft Beer Week

May 18–25, 2018 • event

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

Santa Speedo Run

December 01, 2018 • event

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