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.

Bundle and saveSave money when you bundle your flight + hotel.

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
The Villa Toscana
Lake View
7.6Good(65)
Parking
Free Wi-Fi
Pet friendly
$132+
Check availability
Ray's Bucktown Bed And Breakfast - Chicago - Bedroom
Ray's Bucktown Bed And Breakfast
Chicago, IL
9.3Wonderful(267)
Parking
Free Wi-Fi
Pet friendly
$185+
Check availability
The Greenleaf House - Chicago - Kitchen
The Greenleaf House
Rogers Park
8.2Very good(268)
Parking
Free Wi-Fi
Pet friendly
$57+
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
$216+
Check availability
Villa D' Citta - Chicago - Dining room
Villa D' Citta
Lincoln Park
9.4Wonderful(164)
Free Wi-Fi
$276+
Check availability
The Sono Chicago - Chicago - Bedroom
The Sono Chicago
Near North Side
9.5Wonderful(489)
Parking
Free Wi-Fi
$239+
Check availability
The Polo Inn Bridgeport U.S.A. - Chicago - Bedroom
The Polo Inn Bridgeport U.S.A.
South Side
8.7Very good(107)
Parking
$305+
Check availability
Harvey House Bed And Breakfast - Oak Park - Living room
Harvey House Bed And Breakfast
Oak Park, IL
9.4Wonderful(113)
Parking
Free Wi-Fi
$261+
Check availability
Unique Chicago Penthouse Loft - Amazing Deal & Location - Chicago - Kitchen
Unique Chicago Penthouse Loft - Amazing Deal & Location
Chicago, IL
$418+
Check availability
Dorothy's - Chicago - Living room
Dorothy's
Lake View
8.2Very good(4)
Parking
Free Wi-Fi
Pet friendly
$105+
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
$223+
Check availability
Wicker Park Chicago - Chicago
Wicker Park Chicago
Chicago, IL
6.1Okay(48)
Pet friendly
$140+
Check availability
Old Chicago Inn - Chicago
Old Chicago Inn
Lake View
8.0Very good(1)
Free Wi-Fi
Pet friendly
$183+
Check availability
Diversey Guest House - Chicago
Diversey Guest House
Lake View
Free Wi-Fi
$107+
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
$36+
Check availability
Large Room with King bed in the Lakeview - 3A - Chicago
Large Room with King bed in the Lakeview - 3A
Lake View
5.5Fair(3)
Parking
Free Wi-Fi
Pet friendly
$162+
Check availability
The Ashlin House - Whiting
The Ashlin House
Whiting, IN
Parking
Free Wi-Fi
Pet friendly
$170+
Check availability
Go to map

Search by stars

2+ stars3+ stars4+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$36 - $132$132 - $227$227 - $323$323 - $418$418+ per night

Search by freebies

Free cancellationFree breakfastFree parkingFree internet
Useful Info

KAYAK’s insights for bed & breakfasts in Chicago

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chicago with confidence.

Which month has the cheapest bed & breakfast rates in Chicago?

Bed & Breakfasts are cheapest in Chicago in December, with average rates of $78. In comparison, August is the most expensive month, with prices at $349.

What is the cheapest day of the week to book a bed & breakfast in Chicago?

Tuesday offers the lowest rates in Chicago, with an average nightly price of $96. The highest prices are found on Friday, with average rates at $406.

Which neighbourhood do KAYAK users most love to book their bed & breakfast in Chicago?

The most popular neighbourhood in Chicago among KAYAK users to search for a bed & breakfast is Rogers Park, with an average price of $75. Hampton Inn Chicago North/Loyola Station, Farwell dream, and The Greenleaf House rank among the highest-rated hotels in Rogers Park.
Find deals

How much is a Chicago bed & breakfast?

Here are our most popular & best value bed & breakfasts

Good to know

Low season

December

High season

August

Average price (weeknight)

$206

Average price (weekend night)

$275
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 80% 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’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 December and April.
  • 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.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their bed & breakfast in Chicago for 1 day.

FAQs when booking a bed & breakfast in Chicago

  • What are the best bed & breakfasts near Magnificent Mile?

    Magnificent Mile 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 Magnificent Mile.

  • 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 $277 compared to $410 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

Hotels about topic

Show all
The Sono Chicago - Chicago - Bedroom
The Sono Chicago
Near North Side
9.5Wonderful(489)
Parking
Free Wi-Fi
$239+
Check availability
Villa D' Citta - Chicago - Dining room
Villa D' Citta
Lincoln Park
9.4Wonderful(164)
Free Wi-Fi
$276+
Check availability
Ray's Bucktown Bed And Breakfast - Chicago - Bedroom
Ray's Bucktown Bed And Breakfast
Chicago, IL
9.3Wonderful(267)
Parking
Free Wi-Fi
Pet friendly
$185+
Check availability
The Polo Inn Bridgeport U.S.A. - Chicago - Bedroom
The Polo Inn Bridgeport U.S.A.
South Side
8.7Very good(107)
Parking
$305+
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
$216+
Check availability

Popular topics

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, airline tickets, car rentals and package deals with KAYAK.