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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Chicago bed & breakfast

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (488 reviews)
"This is a hidden gem in Old Town. Much better than staying in a chain and much more comfortable. The room was perfect and we had several options to walk to dining. We will definitely be back to stay here. "
United States
Nicholas
The price is RM6,725
RM7,895 total
includes taxes & fees
19 Jan - 20 Jan
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, (195 reviews)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is RM763
RM861 total
includes taxes & fees
8 Feb - 9 Feb
The Publishing House B&B
Courtyard

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497 reviews)
"Nice shared spaces"
United States
Erica
The price is RM400
RM712 total
includes taxes & fees
28 Jan - 29 Jan
House 5863 - Chicago Bed and Breakfast
Living area

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (100 reviews)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is RM128
RM292 total
includes taxes & fees
20 Jan - 21 Jan
Dorothy's
Property entrance

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (259 reviews)
"Fantastic location, spotlessly clean room, and a very comfortable bed. I have stayed here several times and will continue to do so."
United States
Jeffrey
Wicker Park Inn
Lobby sitting area

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113 reviews)
"Great place"
United States
Jeffrey
The price is RM834
RM979 total
includes taxes & fees
28 Jan - 29 Jan
Villa D' Citta
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (386 reviews)
"We had the best stay at Rays and will definitely be back! Everything about this place is fantastic, its hard to know where to begin, but the care and love put into their B&B can be felt for real. And had an unbelievably comfy and restful sleep. Woke up feeling refreshed, and had the best made to order breakfast!"
United States
Kristin
The price is RM706
RM797 total
includes taxes & fees
15 Feb - 16 Feb
Ray's Bucktown B&B
Terrace/patio

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (628 reviews)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is RM125
RM309 total
includes taxes & fees
20 Jan - 21 Jan
The Villa Toscana
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (122 reviews)
"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 RM938
RM1,041 total
includes taxes & fees
19 Jan - 20 Jan
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.
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Top Chicago Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Very good service"
Will 1-night trip
Posted 14 hours ago
River Hotel

Find out more about Chicago

Chicago B&B information

Number of reviews
2,564
Accommodation
9 B&B
Lowest Price
RM292
Highest Price
RM7,895

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. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. 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 15 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 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. 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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