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 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 Villa Toscana : 9 rooms. Wicker Park Inn : 11 rooms.

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago bed & breakfast

1. The Sono Chicago

Near North Side

Bronwyn

includes taxes & fees

9 Aug - 10 Aug

2. The Publishing House B&B

Downtown Chicago

Sigfredo

includes taxes & fees

30 Aug - 31 Aug

3. Dorothy's

Lakeview

Stephanie

includes taxes & fees

10 Aug - 11 Aug

4. The Villa Toscana

Lakeview

Shu-Ting

includes taxes & fees

10 Aug - 11 Aug

5. House 5863 - Chicago Bed and Breakfast

Edgewater

"I love the location of this B&B. Right across from a beautiful park, walkable to some fabulous restaurants and shops - and the red line is so close! My room was clean, quiet, cutely decorated. The kitchen was well-stocked with breakfast options. My one recommendation would be - I wish the coffee was higher quality! The host was prompt, friendly, and responsive to my needs. I'll be back for sure!"

Kimberly

includes taxes & fees

18 Aug - 19 Aug

6. Ray's Bucktown B&B

Bucktown

mary

includes taxes & fees

9 Aug - 10 Aug

7. Villa D' Citta

Lincoln Park

Elsa

includes taxes & fees

1 Sept - 2 Sept

8. Harvey House Bed & Breakfast

Oak Park

Mia

includes taxes & fees

7 Sept - 8 Sept

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Top Chicago Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

8/10 Good

"Was fine for a two night stay. Probably wouldn’t have booked if I had known the bathroom door was see through though. Not everyone is staying alone or sharing a room with someone they are comfortable with seeing almost everything through the door. So would not book again."

Find out more about Chicago

Chicago B&B information

Number of reviews	2,759
Accommodation	9 B&B
Lowest Price	S$160
Highest Price	S$465

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. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. The Villa Toscana: 9 rooms. Wicker Park Inn: 11 rooms.

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 Soldier Field and United Center. 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.

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