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Check prices for these dates

Next weekend
5 June - 7 June
In two weeks
12 June - 14 June
In one month
26 June - 28 June
In two months
24 July - 26 July

Our top choices for Chicago bed & breakfast

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (516 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is AU$357
includes taxes & fees
4 June - 5 June
The Sono Chicago
Staircase

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (206 reviews)
"Super nice staff and clean rooms. Really neat and unique place to stay. Very relaxing"
United States
Matthew
The price is AU$380
includes taxes & fees
28 June - 29 June
The Publishing House B&B
Living area

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (133 reviews)
"Absolutely perfect stay in Chicago. Everything we needed was there, breakfast was over the top amazing. I LOVE the area and the pizza spot downstairs, this place includes other perks also like BOGO well drink downstairs. Big Gay Sal’s pizza also does room service. I have never felt so at home away from home. 10/10 recommend, HIGHLY recommend"
United States
Jennifer
The price is AU$270
includes taxes & fees
16 June - 17 June
Dorothy's
Beach nearby, white sand

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (504 reviews)
"It's a wonderful property a stones throw from all the neighborhoods for local shopping and dining. Very comfortable, clean, and very quiet. The booking process is a little tedious but don't let that put you off. They are actively working to make sure all their guests have a pleasant and quite experience. We stayed in a lovely room with a small patio. It was very relaxing. We found the parking to be pretty easy."
United States
Benjamin
The price is AU$313
includes taxes & fees
10 June - 11 June
House 5863 - Chicago Bed and Breakfast
Double Room, Private Bathroom (Venetian) | Terrace/patio

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (642 reviews)
"Great location, beautiful charming spot in Chicago that is quiet but somehow in the middle of a big social scene"
United States
Joseph J
The price is AU$241
includes taxes & fees
1 June - 2 June
The Villa Toscana
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (399 reviews)
"The best breakfast I’ve ever had!!"
United States
Sixto
The price is AU$272
includes taxes & fees
10 June - 11 June
Ray's Bucktown B&B
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (124 reviews)
"Spotless room and the best host! Breakfast was warm and delicious."
United States
Christine
The price is AU$405
includes taxes & fees
16 June - 17 June
Harvey House Bed & Breakfast
Lobby sitting area

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (119 reviews)
"Gina and staff were warm and friendly. When our toilet clogged, we got upgraded. When we needed a delayed checkout, they accommodated. We had a fire for a cold night and got delicious eggs and crispy bacon for breakfast. Highly recommend for those lovers of all things Italian. "
United States
Dana
The price is AU$468
includes taxes & fees
30 June - 1 July
Villa D' Citta
Property entrance

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (265 reviews)
"Very nice place and great location with a lot of restaurants and shops."
United States
Regina
The price is AU$417
includes taxes & fees
31 May - 1 June
Wicker Park Inn
Fridge, microwave, oven, coffee/tea maker

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is AU$803
includes taxes & fees
10 June - 11 June
Pristine Apartment with Free Street Parking
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"We liked every thing at this hotel. Thank you!"
Haleh 4-night trip
Posted less than an hour ago
Hilton Chicago

Find out more about Chicago

Chicago B&B information

Number of reviews
2,789
Accommodation
15 B&B
Lowest Price
AU$241
Highest Price
AU$803

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 Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana: 9 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. 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 13 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 Navy Pier and Naval Base Great Lakes 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.

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