Chicago B&B: Find a Bed and Breakfast 2026

Q: 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. The Sono Chicago : 7 rooms. Enjoy the rooftop terrace and fireplace in reception. House 5863 - Chicago Bed and Breakfast : 7 rooms. Enjoy the designer toiletries and private garden. The Publishing House B&B : 11 rooms. Enjoy the free full breakfast and winery.

City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

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Our top choices for Chicago bed & breakfast

The Sono Chicago

Near North Side

Catie

includes taxes & fees

30 Mar - 31 Mar

The Publishing House B&B

Downtown Chicago

STEVEN

includes taxes & fees

19 Apr - 20 Apr

Dorothy's

Lakeview

Winter Fox

includes taxes & fees

29 Mar - 30 Mar

The Villa Toscana

Lakeview

Rico

includes taxes & fees

30 Mar - 31 Mar

House 5863 - Chicago Bed and Breakfast

Edgewater

James

includes taxes & fees

30 Mar - 31 Mar

Villa D' Citta

Lincoln Park

Earl

includes taxes & fees

13 Apr - 14 Apr

Ray's Bucktown B&B

Bucktown

Matthew

includes taxes & fees

30 Mar - 31 Mar

Harvey House Bed & Breakfast

Oak Park

Timothy

includes taxes & fees

6 Apr - 7 Apr

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Top Chicago Hotel Reviews

Eurostars Magnificent Mile

8/10 Good

"I went and checked in but when I got to the room it had a broken nightstand. Everything else was nice and clean! "

Hilton Chicago

10/10 Excellent

"We loved our stay. Two adults and our eight-year-old son took a weekend trip to Chicago. This hotel was very close to the field museum and walking distance to magnificent mile. Short Uber ride to nearby shopping and Willis Tower. The staff were awesome and upgraded our room at a low price. We felt very safe and staff were very helpful. The eighth floor had a beautiful pool, spa and sauna, great view of lake mi, open late too. We dined for breakfast at yoke and Niu B for dinner. Delicious. At checkout we purchased a future Hilton grand vacation at a great discount too. Let’s go. :)"

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Lobby is beautiful and the check in was smooth; however the room was not great. Dingy, dated, poorly set up- only outlet by the bed was connected to the large, blaring overhead light, so once turned off the outlet stopped functioning. Bathroom was dated and cramped with min counter space. Sheets did not fit bed and peeled off throughout the night. Just generally a very mediocre room for the price."

Find out more about Chicago

Chicago B&B information

Number of reviews	1,937
Accommodation	9 B&B
Lowest Price	S$112
Highest Price	S$327

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. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. 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 Michigan Avenue 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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