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Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

B&B in Chicago

Private kitchen
The Sono Chicago

The Sono Chicago

3.5 star property
Near North Side
10.0 out of 10, Exceptional, (483)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is ￥20,284
￥23,812 total
includes taxes & fees
Dec 8 - Dec 9
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (188)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is ￥31,338
￥35,378 total
includes taxes & fees
Dec 18 - Dec 19
The Publishing House B&B
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

3.5 star property
Edgewater
9.0 out of 10, Wonderful, (492)
"Easy check-in, c. Easy parking. "
United States
Jordan
The price is ￥16,942
￥29,276 total
includes taxes & fees
Dec 8 - Dec 9
House 5863 - Chicago Bed and Breakfast
Free WiFi, bed sheets
Dorothy's

Dorothy's

3.0 star property
Lakeview
8.4 out of 10, Very Good, (97)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is ￥5,234
￥11,596 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Dorothy's
Front of property
Ray's Bucktown B&B

Ray's Bucktown B&B

3.5 star property
Bucktown
9.8 out of 10, Exceptional, (382)
"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 ￥24,451
￥27,602 total
includes taxes & fees
Dec 8 - Dec 9
Ray's Bucktown B&B
Exterior
The Villa Toscana

The Villa Toscana

2.5 star property
Lakeview
7.8 out of 10, Good, (624)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is ￥5,234
￥12,375 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Villa Toscana
Lobby sitting area
Villa D' Citta

Villa D' Citta

3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (111)
"Great place"
United States
Jeffrey
The price is ￥31,923
￥37,475 total
includes taxes & fees
Dec 17 - Dec 18
Villa D' Citta
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4.0 star property
Oak Park
9.8 out of 10, Exceptional, (119)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
United States
Bethany
The price is ￥35,823
￥39,756 total
includes taxes & fees
Dec 17 - Dec 18
Harvey House Bed & Breakfast
Property entrance
Wicker Park Inn

Wicker Park Inn

3.5 star property
West Town
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
5 bedrooms, free WiFi, bed sheets
Five bedroom - 3 bath - Sleeps 12

Five bedroom - 3 bath - Sleeps 12

Lakeview
The price is ￥65,134
￥158,531 total
includes taxes & fees
Dec 17 - Dec 18
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Location "
rosemary 3-night trip
Posted 10 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Chicago

Chicago B&B information

Number of reviews
2,532
Accommodation
13 B&B
Lowest Price
￥11,596
Highest Price
￥158,531

Frequently asked questions

Searching for B&Bs in Chicago?
If you want to find a place to stay with fewer rooms than a hotel and a cozy 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 by Fine Arts Building or Art Institute of Chicago if you're someone who could spend hours browsing exhibits.
Are you thinking about B&Bs over traditional hotel rooms?
Every B&B has its own unique feel. Whether it's a picturesque garden or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Chicago?
Here are some B&Bs to check out in Chicago: The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in the lobby. Dorothy's: 7 rooms. The Villa Toscana: 9 rooms. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private yard.
How many Bed & Breakfasts will I find in Chicago?
Expedia has 14 BnBs in Chicago so you'll have plenty of options to maximize comfort and relaxation.
When should I 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 temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What is there to do in Chicago?
Travelers who want to experience Chicago should check out its popular theater 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 might put Michigan Avenue and Naval Base Great Lakes 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. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 15.7 mi (25.3 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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