Search Bed and Breakfasts in Chicago

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Browse Select Chicago B&B

Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very good, (78)
"Clean room beautiful.yards convenient"
The price is ₹6,038
₹10,196 total
includes taxes & fees
6 Oct - 7 Oct
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (610)
"Just a wonderful tranquil oasis in such a large city and busy section of town."
The price is ₹6,113
₹10,728 total
includes taxes & fees
6 Oct - 7 Oct
The Villa Toscana
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (477)
"Loved the shared kitchen access! "
The price is ₹16,941
₹19,887 total
includes taxes & fees
6 Oct - 7 Oct
The Sono Chicago
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (378)
"Absolutely one of the best stays I’ve ever had. "
The price is ₹14,959
₹16,886 total
includes taxes & fees
6 Oct - 7 Oct
Ray's Bucktown B&B
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (185)
"Wonderful staff, beautiful hotel and great breakfast!"
The price is ₹16,117
₹18,195 total
includes taxes & fees
29 Oct - 30 Oct
The Publishing House B&B
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (484)
"The space was neat and clean. The bed was really nice comfortable and the breakfast being available whenever was nice to have! Other guests were not an issue and checkin/checkout was very easy."
The price is ₹10,105
₹16,742 total
includes taxes & fees
16 Oct - 17 Oct
House 5863 - Chicago Bed and Breakfast
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (252)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (109)
"Great place"
The price is ₹21,332
₹25,042 total
includes taxes & fees
27 Oct - 28 Oct
Villa D' Citta
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (116)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is ₹23,254
₹25,807 total
includes taxes & fees
16 Oct - 17 Oct
Harvey House Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chicago Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Alls good short stay comfortable clean great location very nice comfortable decor and good breakfast not modern decor if you care about that more wood panels and plush "
Wendy 1-night trip
Posted 13 hours ago
The Whitehall Hotel, BW Premier Collection

Find out more about Chicago

Find out more about Chicago

Chicago B&B information

Number of reviews
2,462
Accommodation
9 B&B
Lowest Price
₹10,196
Highest Price
₹25,807

Frequently asked questions

Searching for B&Bs in Chicago?
If you want to find a place to stay with a small number of rooms and a more personalised environment, a bed and breakfast may be the perfect thing for your trip to Chicago. A trip to Chicago wouldn't be complete without a stop at Fine Arts Building or Art Institute of Chicago if you're someone who could spend hours browsing exhibits.
Are you considering apartments over traditional hotel rooms?
B&Bs all have a unique charm — whether it's a cosy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Chicago?
Why not look at these B&Bs in Chicago: Dorothy's: 7 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. The Villa Toscana: 9 rooms. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace.
How many bed & breakfasts should I expect to find in Chicago?
Expedia has 36 B&Bs in Chicago, so you'll have plenty of options to maximise comfort and relaxation.
What's the best time of year to book my B&B in Chicago?
When you're planning your stay in Chicago, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What is there to do in Chicago?
Travellers who want to experience Chicago should visit its popular theatre scene and stunning architecture. If you're looking for some activities to entertain you on your trip, consider visiting Wrigley Field and Soldier Field. You should put Michigan Avenue and Navy Pier on your list if you want to see more of the area.
How can I get to and around Chicago?
Planning your excursions in and around Chicago is easier with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 15.7 mi (25.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia

Explore a world of travel with Expedia