Search Bed and Breakfast in Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Chicago bed & breakfast

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

1. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
9.8 out of 10, Exceptional, (573 reviews)
"I like that it had a balcony food choice wasn’t my type of style end up ordering food off of site but definitely had all the amenities for you to be ready for the next day. Will be staying again little bit pricey for a short weekend stay but I will definitely be coming back. Very great part of the town hope to own my own own home in this place one day."
United States
Tavarion
The price is S$185
includes taxes & fees
24 Nov - 25 Nov
The Sono Chicago
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

2. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (197 reviews)
"I enjoyed my stay"
United States
Kellen
The price is S$88
includes taxes & fees
7 Dec - 8 Dec
Dorothy's
A narrow stone pathway leading to a house with a green porch and a large tree overhanging the path.

3. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.2 out of 10, Very good, (689 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is S$130
includes taxes & fees
7 Dec - 8 Dec
The Villa Toscana
A courtyard with brick arches, outdoor seating, and potted plants.

4. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (129 reviews)
"Very elegant !"
United States
Hernando
The price is S$309
includes taxes & fees
2 Dec - 3 Dec
Villa D' Citta
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

5. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (525 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is S$256
includes taxes & fees
12 Nov - 13 Nov
House 5863 - Chicago Bed and Breakfast
A brick building with a round metal table and chairs, a blue door, and a small garden area with plants and a bench.

6. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (286 reviews)
"Loved the location"
United States
Mary
The price is S$347
includes taxes & fees
29 Nov - 30 Nov
Wicker Park Inn
A patio with a grill, outdoor seating, and potted plants.

7. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (423 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is S$298
includes taxes & fees
8 Nov - 9 Nov
Ray's Bucktown B&B
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

8. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (222 reviews)
"We enjoyed amazing breakfast. Everything was great. I enjoyed playing with 2 dogs. It was fun."
Japan
Nobue
The price is S$401
includes taxes & fees
19 Nov - 20 Nov
The Publishing House B&B
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

9. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (138 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is S$366
includes taxes & fees
16 Nov - 17 Nov
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.
View all properties

Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

See all hotels in Chicago
A river with a yellow boat, surrounded by tall buildings and a bridge.

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: The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana: 9 rooms. Dorothy's: 7 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.

How many bed & breakfasts should I expect to find in Chicago?

Expedia has 13 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 Soldier Field and Wrigley Field. You should put Navy Pier and Michigan Avenue 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.