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Featured B&B in Chicago and around

Dorothy's

3.0 star property
8.2 out of 10, Very good, (73)
"Clean room beautiful.yards convenient"
The price is €103
includes taxes & fees
21 Sept - 22 Sept
Dorothy's

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (604)
"Just a wonderful tranquil oasis in such a large city and busy section of town."
The price is €121
includes taxes & fees
7 Oct - 8 Oct
The Villa Toscana

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (184)
"Wonderful staff, beautiful hotel and great breakfast!"
The price is €212
includes taxes & fees
6 Oct - 7 Oct
The Publishing House B&B

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (480)
"Everything was taken care of! A wonderful stay. "
The price is €160
includes taxes & fees
21 Sept - 22 Sept
House 5863 - Chicago Bed and Breakfast

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (374)
"Absolutely one of the best stays I’ve ever had. "
The price is €167
includes taxes & fees
24 Sept - 25 Sept
Ray's Bucktown B&B

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (252)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (474)
"Loved the shared kitchen access! "
The price is €201
includes taxes & fees
24 Sept - 25 Sept
The Sono Chicago

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (107)
"Would stay again anytime!!"
The price is €263
includes taxes & fees
7 Oct - 8 Oct
Villa D' Citta

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (116)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is €245
includes taxes & fees
29 Sept - 30 Sept
Harvey House Bed & Breakfast

Villa Dubois Guest Room 6

The price is €206
includes taxes & fees
21 Sept - 22 Sept
Villa Dubois Guest Room 6

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

9.8 out of 10, Exceptional, (147)
"Great location. Location was clean and everything was good!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Wrigleyville Suites Room 3

2.0 star property
Wrigleyville Suites Room 3

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

Dubois Guest House Room 101

The price is €250
includes taxes & fees
24 Sept - 25 Sept
Dubois Guest House Room 101

Villa Dubois Guest House Room 5

The price is €208
includes taxes & fees
21 Sept - 22 Sept
Villa Dubois Guest House Room 5

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is €252
includes taxes & fees
19 Sept - 20 Sept
Dubois Guest House Room 201

Villa Dubois Guest House Room 2

The price is €247
includes taxes & fees
21 Sept - 22 Sept
Villa Dubois Guest House Room 2

Villa Dubois Guest House Room 4

The price is €135
includes taxes & fees
18 Sept - 19 Sept
Villa Dubois Guest House Room 4

Dubois Guest House Room 202

2.0 out of 10, (1)
The price is €135
includes taxes & fees
18 Sept - 19 Sept
Dubois Guest House Room 202

Wrigleyville Suites Room 5

Wrigleyville Suites Room 5
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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Top Chicago Hotel Reviews

Find out more about Chicago

Find out more about Chicago

Chicago B&B information

Number of reviews
2,536
Accommodation
32 B&B
Lowest Price
€103
Highest Price
€263

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?
Why not look at these B&Bs in Chicago: Dorothy's: 7 rooms. The Villa Toscana: 9 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace.
How many bed & breakfasts should I expect to find in Chicago?
Expedia has 36 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 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.