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Guest Houses in Chicago

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top neighborhoods in Chicago

Top neighborhoods in Chicago

Downtown Chicago map

Downtown Chicago

Chicago's lively Downtown Chicago neighborhood is loved for its skyscrapers and museums, and visitors often enjoy its varied attractions including Michigan Avenue and Navy Pier.

Magnificent Mile map

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop map

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North map

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park map

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top landmarks in Chicago

Chicago and related destinations

Chicago is well-known for its skyscrapers and theaters while top attractions include Michigan Avenue, Soldier Field, and Navy Pier. This artistic city has something for everyone including sights like McCormick Place and Wrigley Field within a lively setting.

Known for:
Iconic skyline
Lakeside city
Jazz n' Blues

Philadelphia is well-known for its museums and university life while top attractions include Pennsylvania Convention Center, Citizens Bank Park, and Wells Fargo Center. This artistic city has something for everyone including sights like Lincoln Financial Field and Sesame Place within a lively setting.

Known for:
American history
Vivid street art
Cheesesteak

Boston is well-known for its museums and university life while top attractions include TD Garden, Copley Square, and Fenway Park. This historical city has something for everyone including sights like Gillette Stadium and New England Aquarium within a lively setting.

Known for:
Freedom Trail
Seafood haven
Baseball craze
Boston

Toronto is well-known for its theaters and architecture while top attractions include Scotiabank Arena, CN Tower, and Rogers Centre. This artistic city has something for everyone including restaurants as well as sights like Canada's Wonderland and Metro Toronto Convention Centre. All are within a lively setting.

Known for:
Lakeside charm
Cultural fusion
Sports tourism

San Francisco is well-known for its museums and theaters while top attractions include Oracle Park, Moscone Convention Center, and Pier 39. Visitors highlight this artistic city's architecture while sights include Chase Center and Alcatraz Island.

Known for:
Iconic landmarks
Nautical charm
Foodie city