Chicago bed & breakfasts

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Best Chicago bed & breakfasts

Most recommended Chicago bed & breakfasts

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Old Chicago Inn - Chicago - Living room
Old Chicago Inn
Lake ViewC$ 228+
C$ 228+
Free Wi-Fi
Pet friendly
Ray's Bucktown Bed And Breakfast - Chicago - Bedroom
C$ 368+
Free Wi-Fi
Pet friendly
The Wicker Park Inn
8.7 Very good
C$ 518+
C$ 518+
Free Wi-Fi
Villa D' Citta
8.9 Very good
Lincoln ParkC$ 561+
C$ 561+
Free Wi-Fi
The Sono Chicago
9.5 Wonderful
Near North SideC$ 430+
C$ 430+
Free Wi-Fi
Wicker Residential
West TownC$ 189+
C$ 189+
Pet friendly
The Greenleaf House
8.3 Very good
Rogers ParkC$ 107+
C$ 107+
Free Wi-Fi
Pet friendly
Diversey Guest House
Lake ViewC$ 145+
C$ 145+
Free Wi-Fi

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


High season


Average price (weeknight)

C$ 240

Average price (weekend night)

C$ 416
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 55% 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 March and April.
  • 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 Saturday. The most expensive day for bed & breakfast bookings is Friday.
  • 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 C$ 116, while the most expensive was C$ 437.

FAQs when booking a bed & breakfast in Chicago

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.