Immerse yourself in the allure of Chicago, a stunning spot in Illinois that’s known for its bed and breakfasts. Choose from 4507 diverse options to tailor your perfect trip.

From cozy to lavish, Chicago offers a wide range of bed and breakfasts to suit your budget and style. With prices starting from $39 and going up to $20,000, you’re spoilt for choice with amenities such as Internet / Wifi.

Top Features: Internet / Wifi, Air conditioner, TV, Kitchen / Kitchenette and Laundry

Local Highlights: Millennium Park, Navy Pier, Chicago Riverwalk, Museum of Science and Industry, Chicago and Museum Campus

Don't miss out on the beauty of Chicago. Book your bed and breakfasts now and experience the best of Illinois.

Top Bed and breakfasts in Chicago

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4.8
Outstanding(67 Reviews)
Bed and Breakfast
 in Oak Park
Harvey House Bed & Breakfast
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Nestled in Chicago, this Bed and Breakfast is perfect for your next vacation. Enjoy Harvey House Bed & Breakfast's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

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4.9
Outstanding(29 Reviews)
Bed and Breakfast
 in Chicago
Magnolia Studios
Garden · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at Magnolia Studios, our elegant Bed and Breakfast in Chicago. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

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4.6
Outstanding(4 Reviews)
Bed and Breakfast
 in Chicago
Just Minutes from Downtown Chicago
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Are you ready to indulge in a relaxing getaway? Our Bed and Breakfast in Chicago has everything you need for a rejuvenating stay. Treat yourself to Just Minutes from Downtown Chicago's exceptional amenities, such as Air conditioner, Internet / Wifi and Laundry.

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4.8
Outstanding(65 Reviews)
Bed and Breakfast
 in Chicago
The Polo Inn Bridgeport U.S.A.
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Soak up the beauty of Chicago in our Bed and Breakfast, The Polo Inn Bridgeport U.S.A.. With a range of amenities such as Air conditioner, Internet / Wifi and Laundry, you'll feel right at home.

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4.8
Outstanding(228 Reviews)
Bed and Breakfast
 in Chicago
The Sono Chicago
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Nestled in Chicago, this Bed and Breakfast is perfect for your next vacation. Enjoy The Sono Chicago's top-rated amenities, including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

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Beachfront
Property view
4.2
Excellent(229 Reviews)
Bed and Breakfast
 in Chicago
The Greenleaf House
Garden · Pets allowed · Kitchen / Kitchenette

Looking for a Bed and Breakfast in Chicago, this Bed and Breakfast for $98 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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Exterior
4.5
Excellent(444 Reviews)
Bed and Breakfast
 in Chicago
House 5863 - Chicago Bed and Breakfast
Garden · Pool · Kitchen / Kitchenette

Indulge in a peaceful retreat at House 5863 - Chicago Bed and Breakfast, our elegant Bed and Breakfast in Chicago. Enjoy amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

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Fully equipped kitchen with EVERYTHING you need and more!
5.0
Outstanding(118 Reviews)
Bed and Breakfast
 in Chicago
Wrigleyville | Chicago Guest House | Not Just A Vacation Rental; A Real Home!
8 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Nestled in Chicago, this Bed and Breakfast is perfect for your next vacation. Enjoy Wrigleyville | Chicago Guest House | Not Just A Vacation Rental; A Real Home!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

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3.4
Average(212 Reviews)
Bed and Breakfast
 in Chicago
Villa Dubois Guest House
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Bed and Breakfast in Chicago can fit your needs for many types of vacations, at $56 per night.

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3.7
Good(75 Reviews)
Bed and Breakfast
 in Chicago
McCormick Place Guest House
Garden · Kitchen / Kitchenette · Air conditioner

Discover the beauty of Chicago with a stay at McCormick Place Guest House, a top rated Bed and Breakfast with amenities such as Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

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4.1
Excellent(115 Reviews)
Bed and Breakfast
 in Chicago
Clean, spacious, inexpensive queen BR
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chicago, at $34 per night for your next great vacation.

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4.5
Excellent(68 Reviews)
Bed and Breakfast
 in Chicago
Villa D' Citta
Garden · Kitchen / Kitchenette · Air conditioner

Experience the best of Chicago with this Bed and Breakfast available for $76. This property is equipped with amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

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Vacation rentals with internet & wifi in Chicago

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3.5
Average(389 Reviews)
Bed and Breakfast
 in Chicago
Hollywood Rentals LLC
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Discover the beauty of Chicago with a stay at Hollywood Rentals LLC, a top rated Bed and Breakfast with amenities such as Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

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4.8
Outstanding(42 Reviews)
Bed and Breakfast
 in Chicago
The Publishing House Bed and Breakfast
Air conditioner · Internet / Wifi · Parking

This Bed and Breakfast in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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4.7
Outstanding(180 Reviews)
Bed and Breakfast
 in Chicago
Ray's Bucktown Bed and Breakfast
Garden · Pets allowed · Kitchen / Kitchenette

Bed and Breakfast in Chicago, for $129 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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4.5
Excellent(27 Reviews)
Bed and Breakfast
 in Chicago
Wicker Park Inn
Garden · Kitchen / Kitchenette · Air conditioner

When traveling to Chicago, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $88 per night.

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Beachfront
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4.4
Excellent(19 Reviews)
Bed and Breakfast
 in Chicago
House 5863- Chicago's Premier Bed and Breakfast
Garden · Kitchen / Kitchenette · Air conditioner

Experience vacation in Chicago with our Bed and Breakfast, House 5863- Chicago's Premier Bed and Breakfast. Enjoy amenities such as Air conditioner, Internet / Wifi and Smoking allowed, and more.

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4.1
Excellent(10 Reviews)
Bed and Breakfast
 in Chicago
Logan Square Coach House
Garden · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Chicago at Logan Square Coach House for $109 for your next trip.

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4.1
Excellent(12 Reviews)
Bed and Breakfast
 in Chicago
The Villa Toscana
Pets allowed · Kitchen / Kitchenette · Air conditioner

When traveling to Chicago, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $77 per night.

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Bed and Breakfast
 in Chicago
Langley
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This Bed and Breakfast for $56 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Bed and Breakfast
 in Chicago
Chateau de Woodlawn - Room I - La Tour Eiffel
Garden · Kitchen / Kitchenette · Air conditioner

This attractive Bed and Breakfast in Chicago, $105 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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5.0
Outstanding(1 Review)
Bed and Breakfast
 in Chicago
Chateau de Woodlawn - Room II - Le Parisienne
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

The best choice in Chicago for Bed and Breakfast, for $105 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Bed and Breakfast
 in Chicago
Chateau de Woodlawn - Room III - The Dream Catcher
Garden · Kitchen / Kitchenette · Air conditioner

This attractive Bed and Breakfast in Chicago, $105 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Bed and Breakfast
 in Chicago
Private room shared bathroom in Lakeview 2c
Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking to create some memories in Chicago? Look no further than our Bed and Breakfast, Private room shared bathroom in Lakeview 2c. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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