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Where to stay in Chicago

What's Chicago like?

People go to Chicago to see famous monuments such as Willis Tower, as well as to enjoy its many popular attractions like Skydeck Ledge. Travelers also like the city for its theaters and beautiful river views. Learn about the local heritage of Chicago at top landmarks like Chicago Riverwalk and Buckingham Fountain. While here, you may want to make time for other popular sights such as Millennium Park and Chicago Cultural Center.

Where are the best places to stay in Chicago?

Here are our travelers' top 4 places to stay in Chicago:

The Guesthouse Hotel

Upscale hotel within easy reach of Wrigley Field
  • • Free WiFi • Fitness center • Rooftop terrace • 24-hour front desk • Walkable location

The Langham, Chicago

Luxury hotel with indoor pool, near Michigan Avenue
  • • Free WiFi • Restaurant • Spa • Health club • Central location

The Peninsula Chicago

Luxury hotel with outdoor pool, near Chicago Water Tower
  • • Free WiFi • 3 restaurants • Spa • Health club • Central location

Viceroy Chicago

Luxury hotel with pool bar, near John Hancock Center
  • • Free WiFi • 2 restaurants • Outdoor pool • Fitness center • Rooftop terrace

What types of hotels are available in Chicago?

We have 1377 Chicago accommodations with prices starting at SGD 26. Choose one of our 7742 deals and get discounts of up to 40%.

Below are the number of accommodations by star rating in Chicago and the surrounding area:

  • • 36 5-star accommodations from SGD 238 per night
  • • 325 4-star accommodations from SGD 135 per night
  • • 259 3-star accommodations from SGD 92 per night
  • • 76 2-star accommodations from SGD 60 per night

How to Get to Chicago

What are the closest airports to Chicago?

  • • Chicago, IL (ORD-O'Hare Intl.), 15.7 mi (25.3 km) from central Chicago
  • • Chicago, IL (MDW-Midway Intl.), 8.6 mi (13.9 km) from central Chicago
  • • Chicago, IL (PWK-Chicago Executive), 21.4 mi (34.5 km) from central Chicago

What are the closest train stations to Chicago?

  • • Millennium Station (0.3 mi/0.5 km from the city center)
  • • Chicago Van Buren Street Station (0.3 mi/0.5 km from the city center)
  • • Chicago Union Station (0.7 mi/1.1 km from the city center)

Things to See and Do in Chicago

What is there to see in Chicago?

  • • Art Institute of Chicago
  • • Millennium Park
  • • Willis Tower
  • • Chicago Riverwalk
  • • Buckingham Fountain

What is there to do in Chicago?

  • • Chicago Cultural Center
  • • Ford Center for the Performing Arts Oriental Theatre
  • • Chicago Theatre
  • • Skydeck Ledge
  • • Field Museum of Natural History

Other Popular Chicago Attractions

  • • Merchandise Mart
  • • Wrigley Building
  • • Grant Park
  • • Tribune Tower
  • • John G. Shedd Aquarium

When is the best time to visit Chicago?

  • • Hottest months: July, June, August, September (average 83°F)
  • • Coldest months: January, February, December, March (average 20°F)
  • • Rainiest months: May, June, July, and August (average 4.05 inches of rainfall)

Chicago travel guides

Chicago Travel Guides

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