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Check prices for these dates

Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Chicago bed & breakfast

Private kitchen
The Sono Chicago

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (487)
"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 NT$4,149
NT$4,871 total
includes taxes & fees
Dec 30 - Dec 31
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (190)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is NT$7,876
NT$8,891 total
includes taxes & fees
Jan 11 - 2026/1/12
The Publishing House B&B
Free WiFi, bed sheets
Dorothy's

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very Good, (98)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is NT$1,257
NT$2,576 total
includes taxes & fees
Jan 18 - 2026/1/19
Dorothy's
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497)
"Nice shared spaces"
United States
Erica
The price is NT$2,856
NT$5,214 total
includes taxes & fees
Jan 4 - 2026/1/5
House 5863 - Chicago Bed and Breakfast
Front of property
Ray's Bucktown B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (384)
"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 NT$4,956
NT$5,595 total
includes taxes & fees
Dec 29 - Dec 30
Ray's Bucktown B&B
Exterior
The Villa Toscana

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (628)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is NT$1,216
NT$2,685 total
includes taxes & fees
Dec 30 - Dec 31
The Villa Toscana
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (121)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
The price is NT$7,261
NT$8,058 total
includes taxes & fees
Dec 29 - Dec 30
Harvey House Bed & Breakfast
Property entrance
Wicker Park Inn

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
Lobby sitting area
Villa D' Citta

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
The price is NT$6,471
NT$7,596 total
includes taxes & fees
Jan 7 - 2026/1/8
Villa D' Citta
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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Excellent stay, we loved it "
Melani 2-night trip
Posted 4 hours ago
Palmer House a Hilton Hotel

Find out more about Chicago

Chicago B&B information

Number of reviews
2,551
Accommodation
9 B&B
Lowest Price
NT$2,576
Highest Price
NT$8,891

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: Dorothy's: 7 rooms. The Villa Toscana: 9 rooms. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in the lobby. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private yard. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace.
How many Bed & Breakfasts will I find in Chicago?
Expedia has 15 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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