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Check prices for these dates

Next weekend
Sep 19 - Sep 21
In two weeks
Sep 26 - Sep 28
In one month
Oct 10 - Oct 12
In two months
Nov 7 - Nov 9

Featured B&B in Chicago

Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very Good, (72)
"Clean room beautiful.yards convenient"
The price is P3,084
P5,620 total
includes taxes & fees
Sep 15 - Sep 16
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (600)
"Was a great stay!"
The price is P4,672
P7,769 total
includes taxes & fees
Oct 7 - Oct 8
The Villa Toscana
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (183)
"What a lovely place to stay. This bnb was perect!"
The price is P12,714
P14,352 total
includes taxes & fees
Oct 6 - Oct 7
The Publishing House B&B
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (480)
"Everything was taken care of! A wonderful stay. "
The price is P6,503
P10,774 total
includes taxes & fees
Sep 21 - Sep 22
House 5863 - Chicago Bed and Breakfast
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (373)
"Absolutely one of the best stays I’ve ever had. "
The price is P9,499
P10,724 total
includes taxes & fees
Sep 16 - Sep 17
Ray's Bucktown B&B
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (252)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (473)
"Loved the shared kitchen access! "
The price is P26,662
P31,299 total
includes taxes & fees
Sep 20 - Sep 21
The Sono Chicago
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (107)
"Would stay again anytime!!"
The price is P13,728
P16,116 total
includes taxes & fees
Sep 15 - Sep 16
Villa D' Citta
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (116)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is P14,965
P16,608 total
includes taxes & fees
Sep 15 - Sep 16
Harvey House Bed & Breakfast
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great hotel on the Magnificent Mile. Easy walk to shopping and dining. "
Jennifer 3-night trip
Posted 3 days ago
InterContinental Chicago Magnificent Mile by IHG

Find out more about Chicago

Find out more about Chicago

Chicago B&B information

Number of reviews
1,851
Accommodation
9 B&B
Lowest Price
P3,084
Highest Price
P26,662

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Fine Arts Building or Art Institute of Chicago 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: Dorothy's: 7 rooms. The Villa Toscana: 9 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private yard. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in the lobby. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace.
How many Bed & Breakfasts will I find in Chicago?
Expedia has 36 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.