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

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Chicago bed & breakfast

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

1. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (187 reviews)
"Space was so clean and modern. Breakfast was good also. Very nice stay."
United States
Steven
The price is P2,257
P11,773 total
includes taxes & fees
Oct 6 - Oct 7
Dorothy's
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

2. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (679 reviews)
"Was a nice house the room we stayed in was cozy bed was really comfortable and in walking distance to wrigley field would definitely stay here again"
United States
John
The price is P3,560
P6,681 total
includes taxes & fees
Nov 2 - Nov 3
The Villa Toscana
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

3. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (564 reviews)
"It was a very comfortable hotel. We loved the free street parking, easy access to public transportation, coffee, breakfast, bottled water, bubbly water and snacks. I will stay here again!"
United States
Christie
The price is P15,012
P17,623 total
includes taxes & fees
Oct 13 - Oct 14
The Sono Chicago
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

4. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (519 reviews)
"good"
United States
jiantao
The price is P7,882
P13,112 total
includes taxes & fees
Oct 6 - Oct 7
House 5863 - Chicago Bed and Breakfast
A grand foyer with a wooden staircase, a chandelier, and a large window.

5. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (126 reviews)
"What a pleasant stay, staff was welcoming and wanting to make sure our needs were met with our expectations. Meals were abundant and homemade. Rooms w/bath were clean with abundant towels. We will stay again."
United States
Jeffrey
The price is P15,754
P18,494 total
includes taxes & fees
Oct 26 - Oct 27
Villa D' Citta
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

6. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (218 reviews)
"Beautiful space"
United States
Mary
The price is P15,110
P17,058 total
includes taxes & fees
Nov 1 - Nov 2
The Publishing House B&B
A bathroom with a glass-tiled wall, a sink, and a shower area.

7. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (416 reviews)
"The breakfast is fantastic!! Very unique and fun decor!"
United States
Susan
The price is P13,578
P15,328 total
includes taxes & fees
Oct 13 - Oct 14
Ray's Bucktown B&B
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

8. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (284 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
The price is P16,539
P19,415 total
includes taxes & fees
Nov 1 - Nov 2
Wicker Park Inn
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

9. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (135 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is P16,146
P17,919 total
includes taxes & fees
Nov 2 - Nov 3
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
"Clean sensible hotel. Can’t beat location."
Michael 1-night trip
Posted 1 hour ago
InterContinental Chicago Magnificent Mile by IHG

Find out more about Chicago

Chicago B&B information

Number of reviews
1,562
Accommodation
9 B&B
Lowest Price
P6,681
Highest Price
P19,415

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: The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in the lobby. The Villa Toscana: 9 rooms. Dorothy's: 7 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private yard. 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 13 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 Soldier Field and Wrigley Field. You might put Navy Pier and Michigan Avenue 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.

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