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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

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

The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (538)
"Very cool place. For a come and go place for me it was perfect. I never saw anyone on the property."
The price is AED 126
AED 294 total
includes taxes & fees
7 Apr - 8 Apr
The Villa Toscana
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
10.0 out of 10, Exceptional, (169)
"Was surprisingly excellent "
The price is AED 697
AED 787 total
includes taxes & fees
6 Apr - 7 Apr
The Publishing House B&B
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (344)
"What a rad spot...great staff, A M A Z I N G breakfast (can I say Nutella and banana stuffed French toast?!), nice sauna on premise, clean rooms, so much to look at, and I parked in the garage! Will be back...daughters had a blast. "
The price is AED 619
AED 699 total
includes taxes & fees
7 Apr - 8 Apr
Ray's Bucktown B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.0 out of 10, Very Good, (26)
"We love Dorothy's! This is such a great, inexpensive option for a stay in a fantastic neighborhood. Would recommend to anyone!"
The price is AED 136
AED 288 total
includes taxes & fees
8 Apr - 9 Apr
Dorothy's
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (450)
"This bed and breakfast was an absolutely breathtaking gem that surpassed every expectation we had, delivering an experience that went well beyond what the photographs could capture. From the moment we arrived, we were struck by the stunning beauty of the place, which seemed to offer everything one could possibly desire in a cozy getaway. The owners were the epitome of hospitality—warm, welcoming, and genuinely sweet—always ready to lend a hand with anything we needed, whether it was local...
The price is AED 502
AED 590 total
includes taxes & fees
7 Apr - 8 Apr
The Sono Chicago
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is AED 756
AED 888 total
includes taxes & fees
6 Apr - 7 Apr
Wicker Park Inn
Villa D' Citta
Lobby sitting area

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 AED 756
AED 888 total
includes taxes & fees
6 Apr - 7 Apr
Villa D' Citta
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"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 AED 848
AED 942 total
includes taxes & fees
7 Apr - 8 Apr
Harvey House Bed & Breakfast
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

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 AED 528
AED 928 total
includes taxes & fees
6 Apr - 7 Apr
Wrigleyville Suites Room 1
House 5863 - Chicago Bed and Breakfast
Exterior

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!"
The price is AED 799
AED 1,167 total
includes taxes & fees
29 Apr - 30 Apr
House 5863 - Chicago Bed and Breakfast
Dubois Guest House Room 201
Fridge, microwave, oven, stovetop

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is AED 302
AED 629 total
includes taxes & fees
6 Apr - 7 Apr
Dubois Guest House Room 201
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

The price is AED 273
AED 593 total
includes taxes & fees
6 Apr - 7 Apr
Villa Dubois Guest Room 6
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

The price is AED 273
AED 593 total
includes taxes & fees
6 Apr - 7 Apr
Villa Dubois Guest House Room 5
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

The price is AED 273
AED 593 total
includes taxes & fees
6 Apr - 7 Apr
Dubois Guest House Room 101
Dubois Guest House Room 202
Fridge, microwave, oven, stovetop

Dubois Guest House Room 202

The price is AED 302
AED 629 total
includes taxes & fees
6 Apr - 7 Apr
Dubois Guest House Room 202
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

The price is AED 302
AED 629 total
includes taxes & fees
6 Apr - 7 Apr
Villa Dubois Guest House Room 4
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

The price is AED 307
AED 635 total
includes taxes & fees
6 Apr - 7 Apr
Villa Dubois Guest House Room 2
Room in Town house Rogers Park
Smart TV

Room in Town house Rogers Park

Room in Town house Rogers Park
Dubois Guest House Room 203
Fridge, microwave, oven, stovetop

Dubois Guest House Room 203

The price is AED 367
AED 710 total
includes taxes & fees
6 Apr - 7 Apr
Dubois Guest House Room 203
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
The price is AED 528
AED 928 total
includes taxes & fees
6 Apr - 7 Apr
Wrigleyville Suites Room 3
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
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (721)
"I like the view of this place, had a good few of the park and could see Michigan lake in the distance. Pretty cool that it had a wash and dryer, was not expecting that when we came. Like that it’s in walking distance from the museums, made traveling easy. Employees were also very helpful. "
The price is AED 434
AED 617 total
includes taxes & fees
6 Apr - 7 Apr
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (463)
"Great!"
The price is AED 403
AED 474 total
includes taxes & fees
7 Apr - 8 Apr
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (269)
"Very clean l, quiet and well thought out. Had everything we needed and the bed was super comfortable! Great having a 12 cup coffee pot! Parking was close and although not a lot of close options to restaurants or shopping, there were many more options within a 15-20 min walk. Would definitely stay here again!"
The price is AED 461
AED 541 total
includes taxes & fees
21 Apr - 22 Apr
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 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 Fine Arts Building 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. Dorothy’s: 7 rooms. Ray’s Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace. The Publishing House B&B: 11 rooms. Enjoy the free full breakfast and winery. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in the lobby.
How many Bed & Breakfasts will I find in Chicago?
Expedia has 35 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 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.