Chicago bed & breakfasts

KAYAK searches hundreds of travel sites at once for Bed & Breakfasts in Chicago

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Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Chicago bed & breakfasts

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6+ Okay7+ Good8+ Great9+ Excellent

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₪121 - ₪459₪459 - ₪797₪797 - ₪1,135₪1,135 - ₪1,470₪1,470+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended Chicago bed & breakfasts

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The Villa Toscana - Chicago - Living room
The Villa Toscana
Lake View
7.5Good(80)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪841+
Check availability
Ray's Bucktown Bed And Breakfast - Chicago - Bedroom
Ray's Bucktown Bed And Breakfast
Chicago, IL, United States
9.4Wonderful(268)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪1,027+
Check availability
Villa D' Citta - Chicago - Dining room
Villa D' Citta
Lincoln Park
9.4Wonderful(163)
Free Wi-Fi
Air Conditioning
₪1,354+
Check availability
The Polo Inn Bridgeport U.S.A. - Chicago - Bedroom
The Polo Inn Bridgeport U.S.A.
South Side
8.9Very good(110)
Parking
Air Conditioning
₪1,021+
Check availability
The Greenleaf House - Chicago - Kitchen
The Greenleaf House
Rogers Park
8.2Very good(269)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪318+
Check availability
Unique Chicago Penthouse Loft - Amazing Deal & Location - Chicago - Kitchen
Unique Chicago Penthouse Loft - Amazing Deal & Location
Chicago, IL, United States
Air Conditioning
₪1,824+
Check availability
Dorothy's - Chicago - Living room
Dorothy's
Lake View
7.9Good(4)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪780+
Check availability
The Publishing House Bed and Breakfast - Chicago - Living room
The Publishing House Bed and Breakfast
Near West Side
9.6Wonderful(109)
Free Wi-Fi
Air Conditioning
₪1,001+
Check availability
The Sono Chicago - Chicago - Bedroom
The Sono Chicago
Near North Side
9.5Wonderful(500)
Parking
Free Wi-Fi
Air Conditioning
₪1,264+
Check availability
Harvey House Bed And Breakfast - Oak Park - Living room
Harvey House Bed And Breakfast
Oak Park, IL, United States
9.5Wonderful(114)
Parking
Free Wi-Fi
Air Conditioning
₪1,108+
Check availability
Rustic cottage-style condo within walking distance to downtown Homewood - Homewood - Kitchen
Rustic cottage-style condo within walking distance to downtown Homewood
Downtown
Air Conditioning
₪747+
Check availability
Old Chicago Inn - Chicago
Old Chicago Inn
Lake View
8.0Very good(1)
Free Wi-Fi
Pet friendly
Air Conditioning
₪613+
Check availability
Wicker Park Chicago - Chicago
Wicker Park Chicago
Chicago, IL, United States
6.1Okay(48)
Pet friendly
Air Conditioning
₪468+
Check availability
Diversey Guest House - Chicago
Diversey Guest House
Lake View
Free Wi-Fi
₪358+
Check availability
A nice bedroom 10 min to downtown Chicago pet friendly - Chicago
A nice bedroom 10 min to downtown Chicago pet friendly
West Garfield Park
Pet friendly
₪121+
Check availability
The Ashlin House - Whiting
The Ashlin House
Whiting, IN, United States
9.5Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪603+
Check availability
Useful Info

How much is a Chicago bed & breakfast?

Here are our most popular & best value bed & breakfasts

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
October
₪776
₪1,046
Cheapest month to stay with an average 70% drop in price.
Most expensive month to stay with an average 70% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chicago bed & breakfast deals

  • If you want to ensure you grab a bargain, try to book more than 90 days before your stay to get the best price for a Chicago bed & breakfast.

FAQs when booking a bed & breakfast in Chicago

  • What are the best bed & breakfasts near James M. Nederlander Theatre?

    James M. Nederlander Theatre is a popular area in Chicago and there are many bed & breakfasts closeby. Check out The Publishing House Bed and Breakfast or The Sono Chicago for hostels recommended by KAYAK that are within walking distance of James M. Nederlander Theatre.

  • Is it cheaper to stay in a bed & breakfast than in a hotel in Chicago?

    The average price for a night in a bed & breakfast in Chicago is ₪299 compared to ₪401 for a night in a hotel.

Where to find the best bed & breakfasts in Chicago?

Our map will help you find the perfect bed & breakfast in Chicago by showing you the exact location of each bed & breakfast.

What Chicago bed & breakfast guests are talking about

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Popular topics

Hotels about topic

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Villa D' Citta - Chicago - Dining room
Villa D' Citta
Lincoln Park
9.4Wonderful(163)
Free Wi-Fi
Air Conditioning
₪1,354+
Check availability
Ray's Bucktown Bed And Breakfast - Chicago - Bedroom
Ray's Bucktown Bed And Breakfast
Chicago, IL, United States
9.4Wonderful(268)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪1,027+
Check availability
The Polo Inn Bridgeport U.S.A. - Chicago - Bedroom
The Polo Inn Bridgeport U.S.A.
South Side
8.9Very good(110)
Parking
Air Conditioning
₪1,021+
Check availability

Everything you need to know for your stay in Chicago

Chicago bed & breakfast deals. Search for bed & breakfasts in Chicago. Find cheap bed & breakfasts in Chicago. KAYAK searches hundreds of travel sites to help you find cheap bed & breakfasts and book the room that suits you best.

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