B&B in Chicago

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Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
06 Nov - 08 Nov
In two months
04 Dec - 06 Dec

B&B in Chicago

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Chicago on Hotels.com. These Chicago B&B consistently deliver on quality, location and traveller experience. Last updated on .

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

1. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (191 reviews)
The price is R924
R1 663 total
includes taxes & fees
03 Nov - 04 Nov
Dorothy's
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.
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Top neighbourhoods in Chicago

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's urban The Loop neighbourhood is loved for its museums and art galleries, and visitors often enjoy its varied attractions, including Michigan Avenue and Lake Michigan.

A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Chicago's urban River North neighbourhood is loved for its waterfront and restaurants, and visitors often enjoy its varied attractions, including Merchandise Mart and Bally's Casino Chicago.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

Chicago's urban Magnificent Mile neighbourhood is loved for its skyscrapers and museums, and visitors often enjoy its varied attractions, including Michigan Avenue and Chicago Water Tower.

A cityscape with modern skyscrapers and a curved highway.

West Loop

Chicago's West Loop neighbourhood is known for its restaurants and offers lots of things to see, such as The Old Post Office and Milwaukee Avenue.

A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Chicago's urban Lincoln Park neighbourhood is loved for its restaurants and bars, and visitors often enjoy its varied attractions, including Lake Michigan and Lincoln Hall.

Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago
Open Photo by © City of Chicago

Wrigley Field

9.0/10 (11 704 reviews)
Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area – your cultural tour starts here. If you think Wrigley Field is cool, you might also like United Center and Aragon Ballroom, both located nearby.
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Chicago and related destinations

Towering skyscrapers create a skyline that seems to rise straight from Lake Michigan's blue waters. The Art Institute houses masterpieces while Millennium Park's reflective 'Bean' sculpture distorts the city in delightful ways. Navy Pier offers carnival-like fun with a giant Ferris wheel providing spectacular views. Wrigley Field remains gloriously old-school, where ivy-covered walls and hand-turned scoreboards transport baseball fans to another era. Deep-dish pizza at local institutions sparks fierce debates about whose crust reigns supreme. The Chicago River's architecture boat tours reveal how the city rebuilt itself after the Great Fire. Field Museum's Sue, the world's most complete T-Rex, stares down visitors with 65-million-year-old intensity.

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A river with a yellow boat, surrounded by tall buildings and a bridge.

Find out more about Chicago

Chicago is a scenic place known for its skyscrapers, architecture and riverfront. Nature lovers can explore top areas such as Millennium Park and Grant Park. Soldier Field and Navy Pier are other popular sights to see.

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