Bed and Breakfast in Chicago

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured B&B in Chicago

Private kitchen
The Sono Chicago
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
United States
Jennifer M
The price is NZ$351
includes taxes & fees
29 Oct - 30 Oct
The Sono Chicago
Staircase
The Publishing House B&B
The Publishing House B&B
3.5 star property
9.8 out of 10, Exceptional, (186)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is NZ$421
includes taxes & fees
20 Nov - 21 Nov
The Publishing House B&B
Exterior
House 5863 - Chicago Bed and Breakfast
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (488)
"Super cute and comfortable place to stay. Erick was very communicative and welcoming. Great snack bar!"
United States
Kirstyn
The price is NZ$328
includes taxes & fees
23 Oct - 24 Oct
House 5863 - Chicago Bed and Breakfast
Free WiFi, bed sheets
Dorothy's
Dorothy's
3.0 star property
8.4 out of 10, Very good, (84)
"Clean room beautiful.yards convenient"
United States
Daniel
The price is NZ$188
includes taxes & fees
11 Nov - 12 Nov
Dorothy's
Lobby sitting area
Villa D' Citta
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (110)
"Great place"
United States
Jeffrey
The price is NZ$468
includes taxes & fees
10 Nov - 11 Nov
Villa D' Citta
Front of property
Ray's Bucktown B&B
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (380)
"Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!"
United States
Tala
The price is NZ$321
includes taxes & fees
29 Oct - 30 Oct
Ray's Bucktown B&B
Property entrance
Wicker Park Inn
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (256)
"The Wicker Park Inn is clean, beautifully decorated, and the staff is friendly and helpful!"
United States
Elizabeth R
Wicker Park Inn
Exterior
The Villa Toscana
The Villa Toscana
2.5 star property
7.8 out of 10, Good, (612)
"Amazing location for the North Halsltead area, but also good for transport in and around the city. Uniquely weird location and place. "
United States
Scott
The price is NZ$178
includes taxes & fees
27 Oct - 28 Oct
The Villa Toscana
Property entrance
Harvey House Bed & Breakfast
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (117)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
United States
Bethany
The price is NZ$446
includes taxes & fees
10 Nov - 11 Nov
Harvey House Bed & Breakfast
5 bedrooms, free WiFi, bed sheets
Five bedroom - 3 bath - Sleeps 12
Five bedroom - 3 bath - Sleeps 12
The price is NZ$1,732
includes taxes & fees
11 Nov - 12 Nov
Five bedroom - 3 bath - Sleeps 12
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I like it"
mitzie 1-night trip
Posted 2 days ago
Congress Plaza Hotel

Find out more about Chicago

Chicago B&B information

Number of reviews
2,485
Accommodation
34 B&B
Lowest Price
NZ$178
Highest Price
NZ$468

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 16 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.

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