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

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

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, (192 reviews)
"Fun unique apartment above a wonderful pizza place! Great location and the stay was just great!"
United States
Mick
The price is 1.032.333 ₫
2.117.410 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Dorothy's
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

2. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (567 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 4.915.870 ₫
5.770.714 ₫ total
includes taxes & fees
29 Oct - 30 Oct
The Sono Chicago
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

3. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (682 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is 1.741.770 ₫
3.079.583 ₫ total
includes taxes & fees
16 Nov - 17 Nov
The Villa Toscana
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, (522 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is 3.073.712 ₫
5.191.676 ₫ total
includes taxes & fees
26 Oct - 27 Oct
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, (129 reviews)
"Very elegant !"
United States
Hernando
The price is 6.516.115 ₫
7.649.352 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Villa D' Citta
A bathroom with a glass-tiled wall, a sink, and a shower area.

6. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (420 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is 5.197.110 ₫
5.866.962 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Ray's Bucktown B&B
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

7. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (285 reviews)
"Loved the location"
United States
Mary
The price is 6.840.821 ₫
8.030.462 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Wicker Park Inn
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

8. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (136 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is 6.678.339 ₫
7.411.580 ₫ total
includes taxes & fees
16 Nov - 17 Nov
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

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Very clean. Reasonable rate. I wish that coffee would be available in the lobby during the morning hours. The coffee set-up in the room was inadequate."
Nancy 3-night trip
Posted less than an hour ago
Hotel Saint Clair- Magnificent Mile

Find out more about Chicago

Chicago B&B information

Number of reviews
2,230
Accommodation
9 B&B
Lowest Price
2.117.410 ₫
Highest Price
8.030.462 ₫

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.
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 Wrigley Field. You should 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. 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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