Chicago bed & breakfasts

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

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Chicago bed & breakfasts

Most recommended Chicago bed & breakfasts

Show all
The Villa Toscana - Chicago - Living room
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Ray's Bucktown Bed And Breakfast - Chicago - Bedroom
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
The Greenleaf House - Chicago - Kitchen
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Dorothy's - Chicago - Living room
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
The Sono Chicago - Chicago - Bedroom
Parking
Free Wi-Fi
Air Conditioning
Harvey House Bed And Breakfast - Oak Park - Living room
Parking
Free Wi-Fi
Air Conditioning
Old Chicago Inn - Chicago
Free Wi-Fi
Pet friendly
Air Conditioning
Wicker Park Chicago - Chicago
Wicker Park Chicago
Chicago, IL, United States
6.1Okay(48)
Pet friendly
Air Conditioning
The Ashlin House - Whiting
The Ashlin House
Whiting, IN, United States
9.5Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
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

Show all

Popular topics

Hotels about topic

Show all
Ray's Bucktown Bed And Breakfast - Chicago - Bedroom
Parking
Free Wi-Fi
Pet friendly
Air Conditioning

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.

Not what you’re looking for? Find thousands of other hotels, flights and car rentals with KAYAK.