Search B&B in Chicago

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 28 B&B in Chicago with updated reviews, rates, and availability.

The Villa Toscana
Lounge

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (503)
"Complimentary breakfast was far beyond "continental", it was handmade from scratch and incredible! That's what really stood out. Otherwise my stay was also great, everything the listing claimed to be."
The price is SAR 94
SAR 261 total
includes taxes & fees
4 Dec - 5 Dec
The Villa Toscana
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (333)
"The best. We will be back. "
The price is SAR 579
SAR 653 total
includes taxes & fees
10 Dec - 11 Dec
Ray's Bucktown B&B
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (470)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
The price is SAR 513
SAR 814 total
includes taxes & fees
5 Dec - 6 Dec
House 5863 - Chicago Bed and Breakfast
Wicker Park Inn
Room

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (238)
"This was the second time that I stayed at this property. The rooms are so beautiful and all the people are so friendly. I love the area and easy access to parking, would definitely stay here again and again! :)"
The price is SAR 773
SAR 908 total
includes taxes & fees
15 Dec - 16 Dec
Wicker Park Inn
Old Chicago Inn
Property entrance

Old Chicago Inn

2.0 star property
7.4 out of 10, Good, (763)
"Wonderful alternative to usual hotel properties at comparable prices. "
Old Chicago Inn
The Sono Chicago
Room

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (436)
"The Sono Chicago was a dream! Staff & Owner were friendly, accommodating, and gave great advice for dining & entertainment. Our bed was comfortable, bathroom was luxurious, and the balcony was fun for morning coffee. There is a nice rooftop area with seating and fire tables where you can relax/socialize. Parking was convenient and FREE! I def recommend The Sono Chicago!"
The price is SAR 491
SAR 577 total
includes taxes & fees
4 Dec - 5 Dec
The Sono Chicago
Dorothy's
Room

Dorothy's

3.0 star property
9.0 out of 10, Wonderful, (2)
"Quaint, convenient, and extremely friendly. Recommending it to all my friends traveling to Chicago. "
The price is SAR 101
SAR 251 total
includes taxes & fees
4 Dec - 5 Dec
Dorothy's
Villa D' Citta
Front of property

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (98)
"Unique experience staying within a block of DePaul School of Music. Lovely property with open kitchen and great breakfast/coffee. Nice outdoor area with fire pit. Stayed in Capone suite which was comfortable but noisy as it was downstairs just below the kitchen. Note that private bath is down the hall as this wasn’t explained well when I booked. Would stay again and I do recommend."
The price is SAR 860
SAR 1,009 total
includes taxes & fees
10 Dec - 11 Dec
Villa D' Citta
Harvey House Bed & Breakfast
Interior

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (106)
"This is a beautiful little stay that feels like a walk back in time with a wonderful host Beth and delicious options for food and activities! We will be back "
The price is SAR 868
SAR 963 total
includes taxes & fees
18 Dec - 19 Dec
Harvey House Bed & Breakfast
The Publishing House B&B
Fireplace

The Publishing House B&B

3.5 star property
10.0 out of 10, Exceptional, (161)
"This was the nicest stay I have had in years. Felt like a weekend with your best friend and they are an excellent host. Every amenity and design of the place is well intentioned and thought out. I will definitely be back!"
The price is SAR 576
SAR 659 total
includes taxes & fees
15 Dec - 16 Dec
The Publishing House B&B
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Dining Room

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (134)
"Our family of 4 enjoyed our short stay here. Great location that has everything you need a walking distance away. Jon was great to communicate with."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Wrigleyville Suites Room 1
Bedroom with a queen-sized bed, patterned wallpaper, two windows with blinds, and a geometric rug on the floor.

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
The price is SAR 367
SAR 704 total
includes taxes & fees
4 Dec - 5 Dec
Wrigleyville Suites Room 1
Villa Dubois Guest Room 6
A cozy bedroom with a patterned wallpaper wall, a large mirror, a queen size bed with grey linens, a bedside table with a lamp and towels, and a window with white curtains.

Villa Dubois Guest Room 6

The price is SAR 254
SAR 567 total
includes taxes & fees
5 Dec - 6 Dec
Villa Dubois Guest Room 6
Villa Dubois Guest House Room 5
A cozy and modern bedroom with brownish paper wall, a comfortable queen size bed, a large window with natural light, and stylish artwork.

Villa Dubois Guest House Room 5

The price is SAR 254
SAR 567 total
includes taxes & fees
4 Dec - 5 Dec
Villa Dubois Guest House Room 5
Villa Dubois Guest House Room 2
A simply furnished room with a plush armchair, a wooden table with and a framed painting on a blue ash paper wall.

Villa Dubois Guest House Room 2

The price is SAR 355
SAR 689 total
includes taxes & fees
11 Dec - 12 Dec
Villa Dubois Guest House Room 2
Dubois Guest House Room 101
Cozy bedroom with a patterned wallpaper wall, a queen sized bed with grey linens, a ceiling fan, a vanity area with a mirror and chair,and a window with white curtains.

Dubois Guest House Room 101

The price is SAR 254
SAR 567 total
includes taxes & fees
5 Dec - 6 Dec
Dubois Guest House Room 101
Dubois Guest House Room 201
Cozy bedroom with a patterned wallpaper wall, a large mirror, a queen size bed with grey linens, a bedside table with a lamp and towels, and a window with white curtains.

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is SAR 254
SAR 567 total
includes taxes & fees
4 Dec - 5 Dec
Dubois Guest House Room 201
Dubois Guest House Room 202
Cozy bedroom with a patterned wallpaper wall, a large mirror, a queen size bed with grey linens, a bedside table with a lamp and towels, and a window with white curtains.

Dubois Guest House Room 202

The price is SAR 254
SAR 567 total
includes taxes & fees
4 Dec - 5 Dec
Dubois Guest House Room 202
Rustic cottage-style condo within walking distance to downtown Homewood
Living area

Rustic cottage-style condo within walking distance to downtown Homewood

8.8 out of 10, Excellent, (10)
"The property was clean and attractive. It’s located in downtown Homewood with an easy walking distance of restaurants and shopping. The door takes a little bit of time to figure out. You need to wait time before you can hear it lock. Some of the door knobs were coming loose. A few of the ceiling fixtures were coming loose as well. It was a safe, clean, convenient, affordable option. I appreciated that the host answered my questions right away. Guest should know that there is parking available in...
Rustic cottage-style condo within walking distance to downtown Homewood
Villa Dubois Guest House Room 4
A cozy and stylish bedroom with a comfortable bed, a patterned armchair, and a unique wall decoration.

Villa Dubois Guest House Room 4

The price is SAR 254
SAR 567 total
includes taxes & fees
4 Dec - 5 Dec
Villa Dubois Guest House Room 4
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.
Don't see what you're looking for?
See all available properties in Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chicago

Sentral Michigan Avenue
Garden

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (607)
"This is an apartment unit for rent. It had a full kitchen and nice bathroom. The room was clean and the bed was soft. It has directv and the staff was nice. Parking was good but you have to walk around the corner to come inside and it was more inconvenient than just walking in after parking."
The price is SAR 405
SAR 586 total
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue
Sonder Market Hall
Living area

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (216)
"Easiest check in and check out process "
The price is SAR 301
SAR 354 total
includes taxes & fees
24 Dec - 25 Dec
Sonder Market Hall
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (401)
"Nice"
The price is SAR 554
SAR 650 total
includes taxes & fees
8 Dec - 9 Dec
Sonder South Wabash
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.

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 Villa Toscana: 9 rooms. Old Chicago Inn: 10 rooms. Enjoy the free full breakfast and fireplace in the lobby. 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. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in the lobby.
How many Bed & Breakfasts will I find in Chicago?
Expedia has 34 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.