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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 27 B&B in Chicago with updated reviews, rates, and availability.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (525)
"Perfect"
The price is SAR 161
SAR 339 total
includes taxes & fees
9 Feb - 10 Feb
The Villa Toscana

Dorothy's

3.0 star property
8.2 out of 10, Very Good, (20)
"Nice"
The price is SAR 118
SAR 270 total
includes taxes & fees
6 Feb - 7 Feb
Dorothy's

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (442)
"Our stay at The Sono was great! We were only staying a night and booked a queen room, and they gave us a free upgrade to a king room since it was unoccupied. The room was fantastic & clean, the breakfast was delicious with lots of variety and the voucher for free street parking made this the best option for our stay. I would definitely stay again."
The price is SAR 594
SAR 697 total
includes taxes & fees
16 Feb - 17 Feb
The Sono Chicago

The Publishing House B&B

3.5 star property
10.0 out of 10, Exceptional, (166)
"We absolutely loved our stay. The breakfast was amazing and the staff were great. We can’t wait to come back."
The price is SAR 548
SAR 618 total
includes taxes & fees
27 Feb - 28 Feb
The Publishing House B&B

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (239)
"The Wicker Park Inn was located close to many transportation options. The breakfast room was bright and sunny with good light breakfast options."
The price is SAR 686
SAR 805 total
includes taxes & fees
10 Feb - 11 Feb
Wicker Park Inn

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (341)
"This B&B is a gem. Loved it. It’s like staying in someone’s huge, comfortable home with a fabulous hostess. Plenty of parking, creative decor, and the huge made to order breakfast is fabulous. They have snacks, homemade baked goods and all kinds of drinks in the kitchen. They serve breakfast until 11 for late risers. Laundry, sauna, steam room. Will definitely stay again."
The price is SAR 652
SAR 736 total
includes taxes & fees
6 Feb - 7 Feb
Ray's Bucktown B&B

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"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!"
House 5863 - Chicago Bed and Breakfast

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (107)
"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 866
SAR 962 total
includes taxes & fees
12 Feb - 13 Feb
Harvey House Bed & Breakfast

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"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 772
SAR 906 total
includes taxes & fees
10 Feb - 11 Feb
Villa D' Citta

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 302
SAR 625 total
includes taxes & fees
6 Feb - 7 Feb
Wrigleyville Suites Room 1

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!

Dubois Guest House Room 101

The price is SAR 253
SAR 566 total
includes taxes & fees
6 Feb - 7 Feb
Dubois Guest House Room 101

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

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
Dubois Guest House Room 201

Villa Dubois Guest Room 6

Villa Dubois Guest Room 6

Villa Dubois Guest House Room 2

Villa Dubois Guest House Room 2

Villa Dubois Guest House Room 5

Villa Dubois Guest House Room 5

Dubois Guest House Room 202

Dubois Guest House Room 202

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
Wrigleyville Suites Room 2

Charming 3 bedrooms Apartment at the Medical District

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great host, great place, great location."
Charming 3 bedrooms Apartment at the Medical District
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

Other property types in Chicago

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (673)
"Really loved the Apartment style suites"
The price is SAR 411
SAR 593 total
includes taxes & fees
9 Feb - 10 Feb
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is SAR 424
SAR 498 total
includes taxes & fees
27 Feb - 28 Feb
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (427)
"Property was convenient and clean. Overall great experience. Street meter parking could be a headache during parking hours but it’s a city thing. Also the incidental feee is a bit confusing with how it’s returned. "
The price is SAR 334
SAR 392 total
includes taxes & fees
25 Feb - 26 Feb
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. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in the lobby. The Publishing House B&B: 11 rooms. Enjoy the free full breakfast and winery. Ray’s Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace. Wicker Park Inn: 11 rooms.
How many Bed & Breakfasts will I find in Chicago?
Expedia has 32 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 Millennium Park 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.