Attractions, Architecture &
Hotels in the Windy City

Chicago is America's great architectural city β€” the birthplace of the skyscraper, strung along 26 miles of Lake Michigan shoreline with world-class museums, observation decks, and an outsized food and music culture. The most rewarding visits balance one day downtown (the Loop, the river, the lakefront museums) with a neighborhood day, and build around the architecture that makes the skyline one of the most recognizable on earth. Late spring through early fall is the strongest window; the lakefront in summer is the city at its best.

14

Attractions

7

Hotels

6

Travel Guides

77

Neighborhoods

Top Chicago Experiences

Skydeck Chicago at Willis Tower
Featured
$$

Skydeck Chicago at Willis Tower

The 103rd-floor observation deck atop the building most Chicagoans still call the Sears Tower β€” home to The Ledge, the glass boxes that cantilever out over the city 1,353 feet below.

Observation DeckSkyline ViewGlass Floor
1-1.5 hoursGet Tickets
360 Chicago Observation Deck
Featured
$$

360 Chicago Observation Deck

The 94th-floor observation deck on the Magnificent Mile β€” formerly the John Hancock Center β€” with TILT, a platform that leans you out over Michigan Avenue, and the best view straight up the lakefront.

Observation DeckSkyline ViewLakefront View
1-1.5 hoursGet Tickets
Art Institute of Chicago
Featured
$$

Art Institute of Chicago

One of the great encyclopedic art museums in the world β€” guarded by its famous bronze lions on Michigan Avenue, home to a legendary Impressionist collection plus "American Gothic" and "Nighthawks."

Major MuseumImpressionismIconic
2.5-4 hoursGet Tickets
Field Museum of Natural History
Featured
$$

Field Museum of Natural History

Chicago's great natural history museum on the Museum Campus β€” home to SUE, one of the largest and most complete Tyrannosaurus rex skeletons ever found, plus Egyptian tombs and a titanosaur named MΓ‘ximo.

Major MuseumNatural HistoryDinosaurs
3-4 hoursGet Tickets
Shedd Aquarium
Featured
$$

Shedd Aquarium

One of the largest indoor aquariums in the world, on the lakefront Museum Campus β€” beluga whales and dolphins in the Oceanarium, a Caribbean reef, sharks, and one of the best skyline views in the city from its front steps.

AquariumFamilyLakefront
3-4 hoursGet Tickets
Griffin Museum of Science and Industry
Featured
$$

Griffin Museum of Science and Industry

The largest science museum in the Western Hemisphere, in Hyde Park's grand 1893 World's Fair building β€” home to a real captured German U-boat, a walk-through coal mine, and hundreds of hands-on exhibits.

Major MuseumScienceFamily
3-5 hoursGet Tickets

Where to Stay in Chicago

The Peninsula Chicago
πŸ“ Magnificent Mile
Featured

The Peninsula Chicago

β˜…β˜…β˜…β˜…β˜…

Consistently rated among the best hotels in the country β€” five-star service just off the Magnificent Mile, with a celebrated spa, a glamorous lobby afternoon tea, and a top-floor pool overlooking the skyline.

LuxuryFive-StarFull-Service
The Langham, Chicago
πŸ“ River North
Featured

The Langham, Chicago

β˜…β˜…β˜…β˜…β˜…

A serene riverside luxury hotel inside a landmark Mies van der Rohe tower β€” large rooms with floor-to-ceiling river views, a beautiful spa, and one of the city's best hotel afternoon experiences.

LuxuryFive-StarRiverfront
Chicago Athletic Association Hotel
πŸ“ The Loop
Featured

Chicago Athletic Association Hotel

β˜…β˜…β˜…β˜…β˜…

A beautifully restored 1890s gentlemen's club turned boutique hotel on Michigan Avenue β€” gorgeous historic interiors, the buzzy Game Room bar, and a rooftop bar looking straight across Millennium Park.

BoutiqueHistoricDesign-Forward

Current hotel offers & tour promotions

Active promotions from our booking partners β€” updated automatically.

View Current Deals β†’