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Featured B&B in Chicago and around

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (517)
"Thank you for my trip"
The price is €82
includes taxes & fees
27 Jan - 28 Jan
The Villa Toscana

Dorothy's

3.0 star property
8.4 out of 10, Very good, (17)
"How nice it was and how close it was"
The price is €66
includes taxes & fees
27 Jan - 28 Jan
Dorothy's

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (442)
"Likely the best hotel experience we’ve had. Nice place in a good location. The breakfast was a great perk. Felt like we stumbled on a hidden gem spot. "
The price is €147
includes taxes & fees
22 Jan - 23 Jan
The Sono Chicago

The Publishing House B&B

3.5 star property
10.0 out of 10, Exceptional, (166)
"Amazing stay! Great location and beautiful hotel that made you feel cozy"
The price is €255
includes taxes & fees
9 Feb - 10 Feb
The Publishing House B&B

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 €222
includes taxes & fees
29 Jan - 30 Jan
Wicker Park Inn

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (340)
"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 €191
includes taxes & fees
29 Jan - 30 Jan
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 €246
includes taxes & fees
4 Feb - 5 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 €232
includes taxes & fees
19 Feb - 20 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...
Wrigleyville Suites Room 1

Villa Dubois Guest Room 6

Villa Dubois Guest Room 6

Villa Dubois Guest House Room 5

Villa Dubois Guest House Room 5

Villa Dubois Guest House Room 2

Villa Dubois Guest House Room 2

Dubois Guest House Room 101

The price is €151
includes taxes & fees
22 Jan - 23 Jan
Dubois Guest House Room 101

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 201

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

Dubois Guest House Room 202

Dubois Guest House Room 202

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

Villa Dubois Guest House Room 4

Dubois Guest House Room 203

Dubois Guest House Room 203
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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Other property types in Chicago

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (661)
"Everything was amazing I forgot the two ladies that helped if I’m not mistaken one was Sandra they were great "
The price is €152
includes taxes & fees
4 Feb - 5 Feb
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (418)
"I liked it a lot. The only detail that is important to me is the blackout on the windows, it let in a lot of light in the morning. For those who like to sleep in the dark, this is important. But there is nothing to criticize. We liked it a lot, we will definitely come back."
The price is €125
includes taxes & fees
10 Feb - 11 Feb
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (242)
"New. Modern. Cozy.Clean & quiet place. Will book it again!"
The price is €72
includes taxes & fees
10 Feb - 11 Feb
Sonder Market Hall
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 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?
You might consider looking into these B&Bs in Chicago: 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 should I expect to find in Chicago?
Expedia has 33 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 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. 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.