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Chicago bed & breakfasts

Sun 7/21
Mon 7/22

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

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Best Chicago bed & breakfasts

Most recommended Chicago bed & breakfasts

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Ray's Bucktown Bed And Breakfast - Chicago - Dining room
Ray's Bucktown Bed And Breakfast
9.6 Wonderful
1,008 ﷼+
1,008 ﷼+
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Villa D' Citta - Chicago - Dining room
Villa D' Citta
9 Wonderful
Lincoln Park1,510 ﷼+
1,510 ﷼+
Free Wi-Fi
Air Conditioning
The Polo Inn Bridgeport U.S.A.
9.4 Wonderful
South Side1,329 ﷼+
1,329 ﷼+
Parking
Air Conditioning
The Greenleaf House
8.3 Very good
Rogers Park3,222 ﷼+
3,222 ﷼+
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
The Publishing House Bed and Breakfast
9.6 Wonderful
Downtown1,222 ﷼+
1,222 ﷼+
Free Wi-Fi
Air Conditioning
Just Minutes from Downtown Chicago
9.3 Wonderful
South Side963 ﷼+
963 ﷼+
Parking
Free Wi-Fi
Air Conditioning
The Sono Chicago
9.5 Wonderful
Near North Side1,468 ﷼+
1,468 ﷼+
Parking
Free Wi-Fi
Air Conditioning
Harvey House Bed And Breakfast
9.3 Wonderful
1,204 ﷼+
1,204 ﷼+
Parking
Free Wi-Fi
Air Conditioning
524 ﷼+
Pet friendly
Air Conditioning
Diversey Guest House
Lake View401 ﷼+
401 ﷼+
Free Wi-Fi
House Of Two Urns B&B
West Town3,891 ﷼+
3,891 ﷼+
Air Conditioning
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Large Private room with Queen bed - 2a
8 Very good
Lake View1,436 ﷼+
1,436 ﷼+
Free Wi-Fi
Pet friendly
Air Conditioning

How much is a Chicago bed & breakfast?

Here are our most popular & best value bed & breakfasts

2 stars and below

3 stars

Good to know

Low season

January

High season

August

Average price (weeknight)

978 ﷼

Average price (weekend night)

998 ﷼
Cheapest month to stay with an average 39% drop in price.
Most expensive month to stay with an average 46% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a bed & breakfast in Chicago

Price per night / 3-star bed & breakfast. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Chicago bed & breakfast deals

  • If you’re looking for a cheap bed & breakfast in Chicago, you should consider going during the low season. You’ll generally find lower-priced bed & breakfasts in Chicago in January and February.
  • Bed & Breakfast room prices vary depending on many factors but you’ll likely find the best bed & breakfast deals in Chicago if you stay on a Wednesday. The most expensive day for bed & breakfast bookings is Saturday.
  • 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.
  • The cheapest 3-star bed & breakfast in Chicago found on KAYAK in the last 2 weeks was 552 ﷼, while the most expensive was 654 ﷼.

FAQs when booking a bed & breakfast in Chicago

  • What are the best bed & breakfasts near Madison Plaza?

    Madison Plaza 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 Madison Plaza.

  • How much does a bed & breakfast cost in Chicago?

    Bed & Breakfast prices in Chicago can vary depending on a number of factors. The average price for a bed & breakfast in Chicago is 374 ﷼ but KAYAK users have found bed & breakfasts for as cheap as 82 ﷼ in the last 3 days.

  • 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 374 ﷼ compared to 428 ﷼ 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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What Chicago bed & breakfast guests are talking about

Hotels about topic

Show all
Villa D' Citta - Chicago - Dining room
Villa D' Citta
9 Wonderful
Lincoln Park1,510 ﷼+
1,510 ﷼+
Free Wi-Fi
Air Conditioning
Ray's Bucktown Bed And Breakfast - Chicago - Dining room
Ray's Bucktown Bed And Breakfast
9.6 Wonderful
1,008 ﷼+
1,008 ﷼+
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
The Polo Inn Bridgeport U.S.A.
9.4 Wonderful
South Side1,329 ﷼+
1,329 ﷼+
Parking
Air Conditioning

Popular topics

Landmarks in Chicago