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Compare 10 B&B in Chicago with updated reviews, rates, and availability.

Fireplace
Old Chicago Inn
2.0 star property
7.4 out of 10, Good, (721)
"We had a wonderful stay in Chicago! Old Chicago Inn is a hidden gem. Eclectic and charming BnB. Not a typical hotel experience - feels much more personal with added modern elements - keyless entry. "
Old Chicago Inn
Double Room, Private Bathroom (Venetian) | Exterior
The Villa Toscana
2.5 star property
7.6 out of 10, Good, (427)
"GREAT stay and location! Very COZY and near LOTS of shops, restaurants, clubs, CTA, etc! Only thing is it's HUMANLESS Check-in/Out! All Communication/Codes are sent via email or text!"
The price is $74
$127 total
includes taxes & fees
May 19 - May 20
The Villa Toscana
Front of property
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (283)
"Ray's Bucktown B&B is a great place to stay when visiting Chicago. The decor is ecclectic with tons of intersting antiques, art and just fun things that Ray has collected over the years. The rooms are comfy. The food is amazing and the staff could not be more friendly and helpful."
The price is $170
$192 total
includes taxes & fees
May 21 - May 22
Ray's Bucktown B&B
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Property entrance
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (214)
"Great stay! "
The price is $187
$231 total
includes taxes & fees
May 29 - May 30
Wicker Park Inn
Private kitchen
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (415)
"This was one of the best stays I have ever had. Great costomer service, breakfast, and comfort."
The price is $144
$169 total
includes taxes & fees
May 27 - May 28
The Sono Chicago
Staircase
The Publishing House B&B
3.5 star property
10.0 out of 10, Exceptional, (147)
"The room was beautiful and clean. The common areas in the corridor and the entire top floor were beautiful and made it so easy to meet other guests, chat and have breakfast together. The extra touches like coffee supplies and fresh cookies were so thoughtful. I look forward to returning."
The price is $220
$249 total
includes taxes & fees
May 23 - May 24
The Publishing House B&B
Exterior
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (461)
"Great place! Very comfortable and accommodating. The snacks in the kitchen were very much appreciated. I highly recommend. "
The price is $179
$269 total
includes taxes & fees
May 27 - May 28
House 5863 - Chicago Bed and Breakfast
Lobby sitting area
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (78)
"Absolutely beautiful, its sublime and peaceful! We will be back again "
The price is $229
$269 total
includes taxes & fees
May 27 - May 28
Villa D' Citta
Property entrance
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (92)
"This was the first time I've stayed at a Bed and Breakfast, and it was a positive experience. Our room (the Oak Park Suite) was spacious and comfortable, though the pillows on the bed were very flat. Parking was easy, the host/owner was hospitable, and it's an easy walk both to the Metra and to the shops of Oak Park."
The price is $262
$291 total
includes taxes & fees
May 20 - May 21
Harvey House Bed & Breakfast
Fridge, microwave, coffee/tea maker, toaster
Rustic cottage-style condo within walking distance to downtown Homewood
9.0 out of 10, Wonderful, (9)
"The split king beds are just two twin beds pushed together with a king sheet on it. The shower had a lot to be desired. For the money it was ok"
Rustic cottage-style condo within walking distance to downtown Homewood
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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.

Other property types in Chicago

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (400)
"It was amazing to have a whole apartment for the price of a hotel room... less actually. Their system is simple and painless. I will book here again!"
The price is $139
$193 total
includes taxes & fees
May 27 - May 28
Sentral Michigan Avenue
Interior
Sonder Market Hall
3.5 star property
8.2 out of 10, Very Good, (79)
"Gorgeous rooms. Simple and quiet property. "
The price is $104
$122 total
includes taxes & fees
May 27 - May 28
Sonder Market Hall
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "
Kasa Magnificent Mile Chicago
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.

Chicago B&B information

Number of reviews
2,332
Accommodation
10 B&B
Lowest Price
$74
Highest Price
$262

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 Art Institute of Chicago or Field Museum of Natural History 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: Old Chicago Inn: 10 rooms. Enjoy the free full breakfast and fireplace in the lobby. The Villa Toscana: 9 rooms. Ray’s Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace. Wicker Park Inn: 11 rooms. The Publishing House B&B: 11 rooms. Enjoy the free full breakfast and winery.
How many Bed & Breakfasts will I find in Chicago?
Expedia has 15 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 Grant Park and Navy Pier 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.

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