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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured B&B in Chicago

Our top choices for Chicago bed & breakfast

The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (470)
"Loved the shared kitchen access! "
The price is AU$463
includes taxes & fees
11 Sept - 12 Sept
The Sono Chicago
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (181)
"What a lovely place to stay. This bnb was perect!"
The price is AU$320
includes taxes & fees
6 Oct - 7 Oct
The Publishing House B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very good, (69)
"Clean room beautiful.yards convenient"
The price is AU$196
includes taxes & fees
29 Sept - 30 Sept
Dorothy's
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (480)
"Everything was taken care of! A wonderful stay. "
The price is AU$303
includes taxes & fees
10 Sept - 11 Sept
House 5863 - Chicago Bed and Breakfast
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (595)
"Was a great stay!"
The price is AU$253
includes taxes & fees
6 Oct - 7 Oct
The Villa Toscana
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (372)
"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "
The price is AU$299
includes taxes & fees
8 Sept - 9 Sept
Ray's Bucktown B&B
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (106)
"Would stay again anytime!!"
The price is AU$474
includes taxes & fees
15 Sept - 16 Sept
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 AU$446
includes taxes & fees
8 Sept - 9 Sept
Harvey House Bed & Breakfast
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (251)
"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
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

The price is AU$451
includes taxes & fees
7 Sept - 8 Sept
Dubois Guest House Room 101
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
The price is AU$437
includes taxes & fees
7 Sept - 8 Sept
Wrigleyville Suites Room 3
Villa Dubois Guest House Room 1
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 1

The price is AU$521
includes taxes & fees
7 Sept - 8 Sept
Villa Dubois Guest House Room 1
Five bedroom - 3 bath - Sleeps 12
5 bedrooms, free WiFi, bed sheets

Five bedroom - 3 bath - Sleeps 12

The price is AU$1,852
includes taxes & fees
29 Sept - 30 Sept
Five bedroom - 3 bath - Sleeps 12
Wrigleyville Suites Room 5
Interior

Wrigleyville Suites Room 5

The price is AU$392
includes taxes & fees
7 Sept - 8 Sept
Wrigleyville Suites Room 5
Wrigleyville Suites Room 6
Interior

Wrigleyville Suites Room 6

The price is AU$392
includes taxes & fees
7 Sept - 8 Sept
Wrigleyville Suites Room 6
Dubois Guest House Room 201
Fridge, microwave, oven, stovetop

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is AU$453
includes taxes & fees
9 Sept - 10 Sept
Dubois Guest House Room 201
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

The price is AU$374
includes taxes & fees
12 Sept - 13 Sept
Villa Dubois Guest Room 6
Dubois Guest House Room 203
Fridge, microwave, oven, stovetop

Dubois Guest House Room 203

The price is AU$521
includes taxes & fees
7 Sept - 8 Sept
Dubois Guest House Room 203
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

The price is AU$376
includes taxes & fees
14 Sept - 15 Sept
Villa Dubois Guest House Room 5
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

The price is AU$449
includes taxes & fees
12 Sept - 13 Sept
Villa Dubois Guest House Room 2
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.
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Top Chicago Hotel Reviews

Find out more about Chicago

Find out more about Chicago

Chicago B&B information

Number of reviews
Accommodation
32 B&B
Lowest Price
AU$196
Highest Price
AU$474

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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. The Villa Toscana: 9 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace. The Publishing House B&B: 11 rooms. Enjoy the free full breakfast and winery.
How many bed & breakfasts should I expect to find in Chicago?
Expedia has 35 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.