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

Search B&B in Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Chicago bed & breakfast

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (532 reviews)
"Really great spot , nice room and parking was easy :)"
United States
AnjolaOluwa
The price is HK$1,482
HK$1,740 total
includes taxes & fees
10 Aug - 11 Aug
The Sono Chicago

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (209 reviews)
"Outstanding! Staff, food, bed…everything was superb We’ll be back soon for sure"
United States
Sigfredo
The price is HK$2,226
HK$2,513 total
includes taxes & fees
19 Aug - 20 Aug
The Publishing House B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (408 reviews)
"Superb breakfast and very friendly staff. Great place to stay!"
United States
mary
The price is HK$1,448
HK$1,635 total
includes taxes & fees
27 Jul - 28 Jul
Ray's Bucktown B&B

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (274 reviews)
"Nice place to stay in an historic neighborhood"
United States
Linda
The price is HK$2,123
HK$2,492 total
includes taxes & fees
11 Aug - 12 Aug
Wicker Park Inn

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (159 reviews)
"Great location, just what we needed."
United States
Stephanie
The price is HK$553
HK$1,792 total
includes taxes & fees
26 Jul - 27 Jul
Dorothy's

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (122 reviews)
"Wonderful! Will stay here again."
United States
Elsa
The price is HK$2,245
HK$2,636 total
includes taxes & fees
27 Jul - 28 Jul
Villa D' Citta

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (509 reviews)
"The place is well run. The communal areas are clean and have what you need. The neighborhood is nice, everyone i took was gorgeous! And the perfect distance from the city."
United States
Joanna
The price is HK$1,026
HK$1,690 total
includes taxes & fees
27 Jul - 28 Jul
House 5863 - Chicago Bed and Breakfast

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (659 reviews)
"Clean room, self serve breakfast, free street parking permit, cute cats!"
United States
Shu-Ting
The price is HK$815
HK$1,270 total
includes taxes & fees
26 Jul - 27 Jul
The Villa Toscana

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (129 reviews)
"Spotless room and the best host! Breakfast was warm and delicious."
United States
Christine
The price is HK$2,125
HK$2,358 total
includes taxes & fees
5 Aug - 6 Aug
Harvey House Bed & Breakfast

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is HK$3,662
HK$4,271 total
includes taxes & fees
24 Aug - 25 Aug
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chicago Hotel Reviews

Find out more about Chicago

Chicago B&B information

Number of reviews
2,195
Accommodation
14 B&B
Lowest Price
HK$1,270
Highest Price
HK$4,271

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.

Explore a world of travel with Expedia