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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.

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.

Sightseeing
Free

Baháʼí House of Worship

Free

You walk the terraced gardens and sit in the white domed auditorium of the oldest Baháʼí House of Worship still standing.

Attractions
Family Favorite

Brookfield Zoo Chicago

$25–$50

See bears, primates, big cats and dolphins across a 235-acre zoo in the western suburbs of Chicago.

Nightlife
Iconic

Buddy Guy's Legends

Under $25

Hear live Chicago blues in Buddy Guy's own South Loop club, where guitars given by blues and rock greats hang behind the bar.

Sport & Outdoor
Family Favorite

Chicago Botanic Garden

Under $25

Stroll 385 acres of display gardens spread over nine islands, including a Japanese Garden.

Sightseeing
Free

Chicago Cultural Center

Free

You look up at a Tiffany stained-glass dome and catch free art shows, concerts and tours in the Loop's 1897 People's Palace.

Museums
History Buff

Chicago History Museum

Under $25

You trace Chicago's story through restored dioramas, a vintage L car and hands-on galleries at Clark Street and North Avenue in Lincoln Park.

Sightseeing
Iconic

Chicago Water Tower

Free

See the castle-like limestone tower that survived the 1871 fire, now a small city art gallery.

Sightseeing
Foodie Favorite

Chinatown

Free

You walk under the Wentworth Avenue gate to dim sum houses, tea and ceramics shops, zodiac statues and the Nine Dragon Wall.

Museums
History Buff

DuSable Black History Museum and Education Center

Under $25

Browse Chicago's long-running Black history museum, with art, artifacts and a wing devoted to Mayor Harold Washington.

Sightseeing
History Buff

Edith Farnsworth House

$25–$50

Tour Mies van der Rohe's glass-walled weekend house, raised on steel columns above the Fox River floodplain.

Sightseeing
Iconic

Frederick C. Robie House

Under $25

Tour Frank Lloyd Wright's Prairie style house in Hyde Park, with its cantilevered roofs and art glass.

Sightseeing
Quirky Fun

Gemini Giant

Free

Snap a photo with a fiberglass astronaut holding a rocket, a Route 66 landmark standing at a Wilmington park entrance.

Sport & Outdoor
Iconic

Grant Park

Free

Walk Chicago's lakefront front yard, home to Buckingham Fountain, gardens, the Art Institute and the city's biggest festivals.

Nightlife
Date Night

Green Mill

Under $25

Catch live jazz in a 1930s Uptown lounge with a curved booth tied to Al Capone lore and a long-running Sunday poetry slam.

Sport & Outdoor
Outdoor Adventure

Indiana Dunes National Park

$25–$50

Swim, hike and climb sand dunes along 15 miles of Lake Michigan shoreline, with trails through forest and wetland.

Attractions
Iconic

Rate Field

$25–$50

Catch a Chicago White Sox game on the South Side, with a center field Fan Deck, a Kids Zone and a 2005 World Series sculpture.

Attractions
Family Favorite

Six Flags Great America

$50+

Ride roller coasters like Goliath and Maxx Force at a theme park between Chicago and Milwaukee, with a water park next door.

Sightseeing
Iconic

Soldier Field

Under $25

See the lakefront stadium with Doric colonnades where the Chicago Bears play, on game day or on a behind-the-scenes tour.

Theatre & Events
History Buff

The Auditorium

$25–$50

See concerts, dance and touring shows in Adler and Sullivan's 1889 theatre, a National Historic Landmark in the Loop.

Sightseeing
Iconic

United Center

Free

Catch a Bulls or Blackhawks game and see the bronze Michael Jordan statue inside the arena's atrium.

Stay
Local Gem

Best Western at O'Hare

$50+

A smaller Rosemont hotel six minutes by car from O'Hare Airport, with two restaurants, banquet rooms and a fitness center.

Stay
History Buff

Congress Plaza Hotel

$50+

A historic Michigan Avenue hotel built for the 1893 World's Fair, with lakeview rooms facing Grant Park and Lake Michigan.

Stay
Family Favorite

Crowne Plaza Chicago O'Hare Hotel & Conference Center

$50+

A 503-room hotel across from the Donald E. Stephens Convention Center with a free shuttle to O'Hare and an indoor pool.

Stay
Family Favorite

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

$50+

An all-suite Streeterville hotel with a 16-story atrium, cooked-to-order breakfast and an indoor pool near Navy Pier.

Stay
Local Gem

HI Chicago, The J. Ira and Nicki Harris Family Hostel

$25–$50

A large Loop hostel with dorms and private rooms, a guest kitchen and free tours, a short walk from Millennium Park.

Stay
Local Gem

Hilton Rosemont Chicago O'Hare

$50+

An airport hotel a mile from O'Hare, linked by indoor skybridge to the Donald E. Stephens Convention Center.

Stay
Date Night

Hyatt Regency Chicago

$50+

A large hotel of two towers beside the Chicago River, with river views and BIG Bar, a long free-standing bar on the mezzanine.

Stay
Local Gem

La Quinta Inn & Suites by Wyndham Chicago Downtown

$50+

A Loop hotel at One S. Franklin in Chicago's Financial District, close to Willis Tower and the Riverwalk.

Stay
Local Gem

Sonesta Chicago O'Hare Airport Rosemont

$50+

An airport hotel under two miles from O'Hare, with a free shuttle and Harry Caray's Italian Steakhouse on site.

Stay
Local Gem

Travelodge by Wyndham Downtown Chicago

$50+

A South Loop economy hotel in the 1928 Harrison Hotel building, one block from Millennium Park, with two on-site eateries.

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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.

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