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City guide · Illinois, USA

Things to do in Chicago

Big shoulders, big skyline, endless lakefront fun

  • Attractions
  • Museums
  • Sport & Outdoor
  • Tours
  • Nearest airport: MDW, about 9 miles
Chicago skyline

Start here

Three to see first in Chicago

Attractions
Iconic

Skydeck Chicago at Willis Tower

$25–$50

Step onto The Ledge, a glass box 1,353 feet up, for knee-wobbling views over four states.

Attractions
Iconic

Navy Pier

Free

Chicago's lakefront playground: the Centennial Wheel, boat cruises, fireworks, and nonstop family fun.

Museums
Iconic

The Art Institute of Chicago

$25–$50

Home of American Gothic and a world-famous Impressionist collection, guarded by two bronze lions.

Everything we cover

Everything in Chicago, on the map

Filter by the kind of day you want. Tap a card to open the place, or a dot on the map to find it in the list.

Attractions
Iconic

Skydeck Chicago at Willis Tower

$25–$50

Step onto The Ledge, a glass box 1,353 feet up, for knee-wobbling views over four states.

Attractions
Iconic

Navy Pier

Free

Chicago's lakefront playground: the Centennial Wheel, boat cruises, fireworks, and nonstop family fun.

Museums
Iconic

The Art Institute of Chicago

$25–$50

Home of American Gothic and a world-famous Impressionist collection, guarded by two bronze lions.

Attractions
Family Favorite

Shedd Aquarium

$25–$50

Belugas, dolphins, and 32,000 aquatic animals on the Museum Campus lakefront.

Museums
Family Favorite

Field Museum

$25–$50

Meet SUE the T. rex and roam ancient Egypt in one of the world's great natural history museums.

Museums
Family Favorite

Griffin Museum of Science and Industry

$25–$50

Descend into a coal mine, board a captured WWII U-boat, and geek out in the largest science museum in the Western Hemisphere.

Sport & Outdoor
Iconic

Millennium Park & Cloud Gate (The Bean)

Free

Snap your reflection in The Bean, splash at Crown Fountain, and catch free concerts downtown.

Tours
Iconic

Chicago Architecture Center River Cruise

$50+

Expert docents narrate the skyline's greatest hits on the beloved river cruise aboard First Lady.

Sightseeing
Date Night

360 CHICAGO Observation Deck

$25–$50

Lake-and-skyline views from 1,000 feet up, plus TILT, the glass ledge that leans you over Michigan Avenue.

Sport & Outdoor
Family Favorite

Lincoln Park Zoo

Free

One of America's last free zoos, lions, gorillas, and gardens minutes from downtown.

Sightseeing
Local Gem

Chicago Riverwalk

Free

A 1.25-mile waterfront promenade of patios, wine bars, and skyline views along the Chicago River.

Theatre & Events
Iconic

The Chicago Theatre

$25–$50

The marquee that means Chicago, catch a show or tour the gilded 1921 movie palace.

Eat & Drink
Foodie Favorite

Time Out Market Chicago

Under $25

A Fulton Market food hall stacking the city's best chefs under one buzzing roof.

Tours
Local Gem

Wendella Sightseeing Boats

$25–$50

Family-run since 1935, classic river and lakefront cruises from the Michigan Avenue dock.

Museums
Iconic

Adler Planetarium

$25–$50

America's first planetarium, perched on Northerly Island with dome sky shows and the best skyline view in Chicago.

Tours
Iconic

Wrigley Field Tours

$25–$50

Go behind the ivy at the Cubs' 1914 ballpark, dugout, press box, bleachers, and a walk on the field itself.

Theatre & Events
Iconic

The Second City

$25–$50

The legendary Old Town comedy theater that launched Bill Murray, Tina Fey, and Stephen Colbert. Sketch and improv nightly.

Sightseeing
Iconic

Buckingham Fountain

Free

Grant Park's grand 1927 fountain fires its center jet skyward every hour, with music-and-lights shows after dusk.

Sport & Outdoor
Local Gem

Garfield Park Conservatory

Under $25

"Landscape art under glass", two acres of palms, ferns, and desert plants inside one of the nation's largest conservatories.

Tours
Iconic

Frank Lloyd Wright Home and Studio

$25–$50

Tour the Oak Park house where Wright lived, worked, and invented the Prairie style, steps from the world's largest cluster of his buildings.

Museums
Art lover

Museum of Contemporary Art Chicago

Under $25

One of the world's largest contemporary art museums, steps off the Mag Mile, bold exhibitions, free for under-18s.

Shopping
Iconic

The Magnificent Mile

Free

Chicago's iconic stretch of Michigan Avenue: 400+ stores, landmark towers, and the historic Water Tower, river to Oak Street.

Eat & Drink
Foodie Favorite

Catalog at Willis Tower

Free

The food hall and retail collection filling the reimagined base of Willis Tower, a natural stop before or after the Skydeck.

Sightseeing
Local Gem

Aurora, Illinois

Free

Fox River city west of Chicago with a historic Paramount Theatre, outlet shopping, and a large waterpark.

Tours
Iconic

Big Bus Tours Chicago

$25–$50

Open-top, hop-on-hop-off sightseeing bus tours looping past Chicago's downtown landmarks.

Tours
Quirky Fun

Chicago Crime Tours

$25–$50

Guided bus tours through Chicago's Prohibition-era mob history and notorious crime landmarks.

Tours
Quirky Fun

Chicago Prime Tours

$25–$50

Narrated bus tours covering Chicago's true crime, gangster history, and general sightseeing highlights.

Sightseeing
Iconic

Chicago

Free

Illinois' lakefront metropolis, home to world-class museums, architecture, and neighborhoods along Lake Michigan.

Attractions
Family Favorite

Color Factory Chicago

$25–$50

Interactive, colorful art experience inside Willis Tower with 14 playful installations, including a giant ball pit.

Museums
Local Gem

Federal Reserve Bank of Chicago Money Museum

Free

Free exhibit on money and the U.S. economy inside the Chicago Fed's Loop headquarters.

Stay
Iconic

Four Winds New Buffalo

Free

Full-scale casino resort on Lake Michigan in New Buffalo, Michigan, with a hotel, dining, and an event center.

Sightseeing
Local Gem

Joliet, Illinois

Free

A historic Route 66 and canal town on the Des Plaines River, anchor of Illinois' Heritage Corridor.

Museums
History Buff

Museum of Broadcast Communications

Free

A Chicago museum devoted to the history of American radio and television broadcasting.

Museums
Family Favorite

Naper Settlement

Under $25

A 13-acre outdoor living-history village in Naperville with restored 19th-century buildings.

Sightseeing
Local Gem

St. Charles, Illinois

Free

A historic Fox River town west of Chicago known for its walkable downtown and riverside dining.

Museums
Family Favorite

Volo Auto Museum

Under $25

A sprawling car museum and family attraction in Volo, Illinois, with classic, celebrity, and movie cars.

Sightseeing
Local Gem

DeKalb County

Free

Illinois farm country home to Northern Illinois University, historic Sycamore and the Egyptian Theatre.

Sightseeing
Family Favorite

Chicago Southland

Free

Destination marketing region covering 62 south and southwest Chicago suburbs and their attractions.

Tours
Iconic

Chicago's First Lady

$50+

Ninety minute Chicago River cruise narrated by Chicago Architecture Center docents past the city's landmark buildings.

Attractions
Quirky Fun

The Pinball Capital

Under $25

One of the Midwest's largest pinball arcades, with more than 130 machines near Chicago.

Attractions
Family Favorite

Santa's Village Azoosment Park

$25–$50

A combination amusement park and small zoo in East Dundee dating to 1959, with 19 rides and 200-plus animals.

Sightseeing
Local Gem

Lake Geneva

Free

Wisconsin lake resort town with a historic downtown, lakefront path, and summer estate architecture.

Museums
History Buff

Yerkes Observatory

$25–$50

Historic 1897 astronomical observatory offering guided tours of its restored telescopes, architecture and archives.

Attractions
Family Favorite

Flyover Chicago

$25–$50

A suspended flying-theater ride that soars over Chicago landmarks with wind, mist and motion effects.

Eat & Drink
Date Night

Chicago Oyster House

$50+

South Loop seafood and steak restaurant near McCormick Place known for fresh oysters and prime steaks.

Sightseeing
Local Gem

Lake County

Free

Illinois county along Lake Michigan with lakefront towns, Great America and Chicago area day trips.

Attractions
Iconic

Skydeck Chicago

$25–$50

Observation deck atop Willis Tower with glass Ledge boxes and panoramic views over four states.

Theatre & Events
Iconic

Broadway In Chicago

$50+

Presenter of national Broadway touring productions across five historic theatres in Chicago's Loop.

Museums
History Buff

International Museum of Surgical Science

$25–$50

The only North American museum devoted to the history of surgery, set in a Gold Coast mansion on Lake Shore Drive.

Sport & Outdoor
Family Favorite

Villa Olivia

$25–$50

Family ski, tubing and golf destination in Bartlett with a quad chairlift, six rope tows and an 18-hole golf course.

Sightseeing
Local Gem

Chicago Northwest

Free

Tourism marketing office for Chicago's northwest suburbs, covering Schaumburg, Arlington Heights and more.

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About

About Chicago

Chicago packs world-class museums, a glittering skyline, and 26 miles of Lake Michigan shoreline into one gloriously walkable city. Cruise the river beneath architectural icons, gaze down from cloud-scraping observation decks, then refuel on deep-dish pizza and food-hall finds. From free zoos and lakefront parks to legendary theaters, the Windy City delivers big on every budget.

Plan the day

Three ways to turn this list into a day