Help Ukraine 🇺🇦 during the Russian invasion
Here are the best ways to support Ukraine through these challenging times. Read more

Best time to visit Chicago

+156
Chicago

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!

14 THINGS TO DO IN CHICAGO (AUGUST 21 - AUGUST 30)

Chicago Air and Water Show

Chicago Air and Water Show

August 20–21, 2022 • event

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

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

unconfirmedlate August–early September 2022 • event

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

Ribfest Chicago

Ribfest Chicago

August 19–21, 2022 • event

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

Hummingbird Migration

Hummingbird Migration

May–September • nature

Entice these buzzy flying jewels into your yard

Critical Mass

Critical Mass

Last Friday of every month • event

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

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

Stargazing

Stargazing

all year round (best in September–May) • nature

Absorb the starry skies in the vicinity of 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

Lake and River Cruises

Lake and River Cruises

April–November • activity

Whatever cruise you choose, Windy City won't leave you unsatisfied

Kayaking Season

Kayaking Season

June–October • activity

Take a kayaking trip on the beautiful Chicago River

Kitesurfing & Windsurfing

Kitesurfing & Windsurfing

June–August • activity

Find out if Windy Сity is made for wind sports

Sailing Season

Sailing Season

May–October • activity

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

The Plant Chicago

The Plant Chicago

all year round • activity

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

76 THINGS TO DO OUT OF SELECTED DATE RANGE

Bike the Drive

Bike the Drive

out of rangeSeptember 4, 2022 • event

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

4th of July Fireworks & Events

4th of July Fireworks & Events

out of rangeJuly 2–July 4 • event

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

Chicagohenge

Chicagohenge

out of rangeMarch 20–23 | September 22–25 • nature

Even the most hurried drivers don't mind stopping to gaze at the unique solar spectacle

Cherry Blossom in Chicago

Cherry Blossom in Chicago

out of rangelate April–early May • nature

Find the best spots to enjoy beautiful cherry blossoms in Chicago

Rubber Ducky Race

Rubber Ducky Race

out of rangeAugust 4, 2022 • event

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

Kids and Kites Festival

Kids and Kites Festival

overMay 4, 2019 • event

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

Chicago Thanksgiving Parade

Chicago Thanksgiving Parade

out of rangeNovember 24, 2022 • event

One of the biggest fall events in Chicago

Chicago Blues Festival

Chicago Blues Festival

out of rangeJune 9–12, 2022 • event

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

Chinatown Lunar New Year Parade

Chinatown Lunar New Year Parade

out of rangeFebruary 13, 2022 • event

Chinese New Year is celebrated heavily in Chicago

St. Paddy's Day (Green River)

St. Paddy's Day (Green River)

out of rangeMarch 13, 2022 • event

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

Windy City Smokeout

Windy City Smokeout

out of rangeAugust 4–7, 2022 • event

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

Festival Cubano (Cuban Fest Chicago)

Festival Cubano (Cuban Fest Chicago)

on holdmid-August 2021 • event

A vibrant celebration of Latin culture in the Midwest

Chicago Pride Parade & Fest

Chicago Pride Parade & Fest

out of rangeJune 17–19, 2022 (Festival) | June 26, 2022 (Parade) • event

A colorful celebration of freedom, diversity and culture

Roscoe Village Burger Fest

Roscoe Village Burger Fest

out of rangeJuly 15–17, 2022 • event

The mouthwatering burger festival

BMO Harris Magnificent Mile Lights Festival

BMO Harris Magnificent Mile Lights Festival

out of rangeNovember 19, 2022 • event

The holiday spirit takes over the Michigan Avenue on that night

New Year's Eve in Chicago

New Year's Eve in Chicago

out of rangeDecember 31 • event

Color blasts illuminate the iconic Chicago skyline

Ginza Holiday Festival

Ginza Holiday Festival

on holdearly August 2021 • event

Lots of Japanese food, culture and entertainment

Chicago Food Truck Festival

Chicago Food Truck Festival

out of rangeJune 24–25, 2022 • event

The city by Lake Michigan is obsessed with food trucks

Spring Awakening Music Festival

Spring Awakening Music Festival

out of rangeJuly 8–10, 2022 • event

A summer gathering of leading DJs from all over the world

Mayfest (Maifest) at Lincoln Park

Mayfest (Maifest) at Lincoln Park

out of rangeMay 21–22, 2022 • event

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

Chicago Restaurant Week

Chicago Restaurant Week

out of rangeMarch 25–April 10, 2022 • event

So many participating restaurants, so little time

Taste of Chicago

Taste of Chicago

out of rangeJune 11, 18 and 25, 2022 (neighborhood Taste pop-ups) | July 8–10, 2022 (a bite-sized Taste in Grant Park) • event

Note down the recipe for an unforgettable food & music festival

Memorial Day Parade

Memorial Day Parade

out of rangeMay 28, 2022 • event

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

World Music Festival Chicago

World Music Festival Chicago

out of rangeSeptember 30–October 30, 2022 • event

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

Dragon Boat Race for Literacy

Dragon Boat Race for Literacy

out of rangeJune 25, 2022 • event

Traditionally ornated Chinese Boats race through Chicago River for Literacy

Arts in the Dark Halloween Parade

Arts in the Dark Halloween Parade

out of rangeOctober 29, 2022 • event

The most fun fall event loved by kids and adults

Naperville Ale Fest

Naperville Ale Fest

out of rangeFebruary 26, 2022 • event

The only outdoor winter and summer beer festival of Midwest

Illinois Fall Colors

Illinois Fall Colors

out of rangeOctober • nature

Enjoy the best fall colors across the state

Chicago Polar Plunge

Chicago Polar Plunge

out of rangeMarch 6, 2022 • event

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

East Peoria Festival of Lights

East Peoria Festival of Lights

unconfirmedlate November 2022–early January 2023 • event

One of the biggest and brightest holiday events in Illinois

Bud Billiken Parade

Bud Billiken Parade

unconfirmedAugust 13, 2022 • event

The largest African American parade in the United States

Chicago Theatre Week

Chicago Theatre Week

out of rangeFebruary 17–27, 2022 • event

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

Chicago Auto Show

Chicago Auto Show

out of rangeFebruary 12–21, 2022 • event

The biggest auto show in North America

Cinco de Mayo

Cinco de Mayo

out of rangeApril 30–May 7, 2022 • event

Drink lots of margaritas and cerveza celebrating the Mexican national holiday

May Day

May Day

out of rangeMay 1 • event

Workers' Day is always a big deal in Chicago

Pierogi Fest

Pierogi Fest

out of rangeJuly 29–31, 2022 • event

Great food and some wacky fun in just 30 minutes from Chicago

Lilacia Park

Lilacia Park

out of rangelate April–mid-May • nature

Discover a safe haven abundant with flowers just on the outskirts of the Windy City

Winter WonderFest

Winter WonderFest

out of rangeNovember 26, 2021–January 2, 2022 (Light up the Lake) • event

Beloved Chicago indoor winter event perfect for frosty days

Baconfest

Baconfest

on holdApril 5–6, 2019 • event

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

Chiditarod

Chiditarod

out of rangeMarch 5, 2022 • event

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

Chicago Latino Film Festival

Chicago Latino Film Festival

out of rangeApril 21–May 1, 2022 • event

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

Christkindlmarket Chicago

Christkindlmarket Chicago

unconfirmedmid-November–late December 2022 • event

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

Chicago International Film Festival

Chicago International Film Festival

out of rangeOctober 12–23, 2022 • event

The longest-running competitive film festival in the USA

Chicago Marathon

Chicago Marathon

out of rangeOctober 9, 2022 • event

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

Richardson Adventure Farm Corn Maze

Richardson Adventure Farm Corn Maze

out of rangeSeptember–October | open till midnight on September 17–18 & October 22–23, 2021 • activity

Come out and get lost in the world's largest corn labyrinth

Chicago Christmas Lights

Chicago Christmas Lights

out of rangemid-November–early January • event

Get into the festive spirit while walking or driving through spectacular holiday lights

Ice Shards on the Great Lakes

Ice Shards on the Great Lakes

out of rangemid–February–late March • nature

The ice cover gets shattered to knife-sharp pieces as spring takes over winter

Sandhill Crane Migration

Sandhill Crane Migration

out of rangemid-September–mid-November • nature

Sandhill cranes make a stop at northern Illinois marshes on their way to Florida

Arlington Million

Arlington Million

overAugust 14, 2021 • event

A perfect opportunity to enjoy live racing, entertainment, and fancy group outings

Chicago Beer Classic

Chicago Beer Classic

on holdMay 2, 2020 • event

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

Chicago Labor Day Weekend

Chicago Labor Day Weekend

unconfirmedSeptember 1–5, 2022 • event

Wrap up the summer season with a bang

Country LakeShake Festival

Country LakeShake Festival

on holdJune 21–23, 2019 • event

A big country music festival on the lakefront

Skiing and Snowboarding in Wisconsin

Skiing and Snowboarding in Wisconsin

out of rangeDecember–March • activity

Discover some of the best ski areas of the Midwest

ZooLights

ZooLights

unconfirmedmid-November 2022–early January 2023 • 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

Halloween Events in Chicago

Halloween Events in Chicago

out of rangeOctober • event

From an art parade to booze cruises—Halloween is a great time to explore Chicago

Riot Fest

Riot Fest

out of rangeSeptember 16–18, 2022 • event

A legendary rock music event held in Chicago

Chicago Comic & Entertainment Expo (C2E2)

Chicago Comic & Entertainment Expo (C2E2)

out of rangeAugust 5–7, 2022 • event

The biggest geek gathering in the Midwest

Lollapalooza

Lollapalooza

out of rangeJuly 28–31, 2022 • event

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

Pitchfork Music Festival

Pitchfork Music Festival

out of rangeJuly 15–17, 2022 • event

One of the trendiest festivals, Pitchfork sets the music scene

Turkey Testicle Festival

Turkey Testicle Festival

unconfirmedlate November 2022 • event

Are you ready to eat lots of turkey testicles and listen to hours of live music?

The Morton Arboretum Illumination

The Morton Arboretum Illumination

unconfirmedmid-November 2022–early January 2023 • event

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

Fan Expo Chicago

Fan Expo Chicago

out of rangeJuly 7–10, 2022 • event

The massive fan gathering which was previously known as Chicago Comic Con

Illinois Craft Beer Week

Illinois Craft Beer Week

out of rangeMay 13–20, 2022 • event

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

Chicago Museum Week

Chicago Museum Week

overJanuary 18–26, 2018 • event

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

Chicago Fall Colors

Chicago Fall Colors

out of rangeearly to mid-October  • nature

Absorb the bright season without leaving the Windy City

Santa Speedo Run

Santa Speedo Run

unconfirmedearly December 2022 • event

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

Cupid's Undie Run

Cupid's Undie Run

out of rangeFebruary 19, 2022 • event

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

Redhead Days Chicago

Redhead Days Chicago

on holdOctober 26, 2019 • event

The largest redhead gathering in the US

Allstate Hot Chocolate Run

Allstate Hot Chocolate Run

out of rangeNovember 6, 2022 • event

The sweetest run in the world takes over the United States from coast to coast

Oktoberfest Chicago

Oktoberfest Chicago

out of rangeSeptember 9–11, 2022 • event

Rejoice in an amiable atmosphere at Chicago German-American Oktoberfest

FOBAB

FOBAB

unconfirmedmid-November • event

America's biggest barrel-aged beer festival

Plainfield Fest

Plainfield Fest

out of rangeJuly 15–17, 2022 • event

Enjoy great food, music, and street fun in a suburb of Chicago

St. Alphonsus Oktoberfest

St. Alphonsus Oktoberfest

unconfirmedSeptember 24–26, 2022 • event

Join thousands of beer lovers at St. Al's Oktoberfest

Revolution Oktoberfest

Revolution Oktoberfest

out of rangeMay 13, 2022 • event

Beer Under Glass, which is hosted by Revolution Brewing, marks the start of Illinois Craft Beer Week

Journey to the End of the Night

Journey to the End of the Night

overJune 2017 • activity

The urban game that attracts thousands of people

Tour de Fat

Tour de Fat

overJuly 30, 2018 • event

The festival of bikes and environmentally conscious people!

Last updated: