Search Bed and Breakfasts in Chicago

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Find properties with these dates

Tonight
May 13 - May 14
Tomorrow
May 14 - May 15
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Browse Select Chicago B&B

Fireplace
Old Chicago Inn
2.0 star property
7.4 out of 10, Good, (720)
"Awesome historic building, nice and quiet at night. Very comfortable beds and showers. Definitely will stay at again. "
The price is ₹5,093
per night
14 May - 15 May
Old Chicago Inn
Double Room, Private Bathroom (Venetian) | Exterior
The Villa Toscana
2.5 star property
7.6 out of 10, Good, (426)
"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 ₹2,004
per night
14 May - 15 May
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 ₹13,977
per night
14 May - 15 May
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 ₹15,623
per night
26 May - 27 May
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 ₹16,332
per night
14 May - 15 May
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 ₹20,415
per night
6 Jun - 7 Jun
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 ₹13,652
per night
14 May - 15 May
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 ₹19,109
per night
26 May - 27 May
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 ₹21,827
per night
14 May - 15 May
Harvey House Bed & Breakfast
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See all available properties in 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.

Other property types in Chicago

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (395)
"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 ₹11,949
per night
27 May - 28 May
Sentral Michigan Avenue
Apartment, 1 Bedroom, City View | Living area | Flat-screen TV, streaming services
Sonder Market Hall
3.5 star property
8.2 out of 10, Very good, (77)
"It was an excellent stay. I didn’t understand the Sonder model—no front desk and electronic check in. However once I got beyond that shock I didn’t mind it. I know some folks would find the setup disconcerting. I would stay in a Sonder hotel again."
The price is ₹9,627
per night
27 May - 28 May
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
2,319
Accommodation
9 B&B
Lowest Price
₹2,004
Highest Price
₹21,827

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 Art Institute of Chicago or Field Museum of Natural History 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: Old Chicago Inn: 10 rooms. Enjoy the free full breakfast and fireplace in reception. 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 should I expect to find in Chicago?
Expedia has 15 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 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. 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.

Chicago Hotel Reviews
Expedia verified reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

5/5 Excellent
"I stepped outside to smoke Came back in They threw out my food and 📸 I'm from out of town"
A verified traveller stayed at Hilton Garden Inn Chicago Downtown/Magnificent Mile
Posted 10 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile