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

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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep
In one month
18 Sep - 20 Sep
In two months
16 Oct - 18 Oct

Our top choices for Chicago bed & breakfast

Private kitchen

1. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (542 reviews)
"Close to some great places to eat locally and about an hour walk to river and central business activities......and a very comfy bed!"
United States
Bronwyn
The price is AED 551
AED 647 total
includes taxes & fees
24 Aug - 25 Aug
The Sono Chicago
Staircase

2. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (211 reviews)
"Outstanding! Staff, food, bed…everything was superb We’ll be back soon for sure"
United States
Sigfredo
The price is AED 812
AED 916 total
includes taxes & fees
31 Aug - 1 Sep
The Publishing House B&B
Living area

3. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (172 reviews)
"Great location, just what we needed."
United States
Stephanie
The price is AED 196
AED 766 total
includes taxes & fees
24 Aug - 25 Aug
Dorothy's
Spa

4. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (413 reviews)
"Superb breakfast and very friendly staff. Great place to stay!"
United States
mary
The price is AED 639
AED 721 total
includes taxes & fees
26 Aug - 27 Aug
Ray's Bucktown B&B
Presidential Studio Suite, 2 Bedrooms (1st Floor) | Living area | 51-inch flat-screen TV with cable channels, TV, Netflix

5. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (515 reviews)
"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!"
United States
Kimberly
The price is AED 463
AED 770 total
includes taxes & fees
24 Aug - 25 Aug
House 5863 - Chicago Bed and Breakfast
Double Room, Private Bathroom (Venetian) | Terrace/patio

6. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very Good, (666 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 AED 284
AED 480 total
includes taxes & fees
24 Aug - 25 Aug
The Villa Toscana
Lobby sitting area

7. 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 AED 1,052
AED 1,235 total
includes taxes & fees
24 Aug - 25 Aug
Villa D' Citta
Property entrance

8. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (280 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
The price is AED 1,059
AED 1,243 total
includes taxes & fees
26 Aug - 27 Aug
Wicker Park Inn
Property entrance

9. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (132 reviews)
"This was an amazing place to stay, highly recommended for something quiet and relaxing."
United States
Mia
The price is AED 995
AED 1,105 total
includes taxes & fees
25 Aug - 26 Aug
Harvey House Bed & Breakfast
Coffee/tea maker, fridge, microwave, oven

10. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is AED 1,744
AED 2,053 total
includes taxes & fees
9 Sep - 10 Sep
Pristine Apartment with Free Street Parking
TV

11. Five bedroom - 3 bath - Sleeps 12

Five bedroom - 3 bath - Sleeps 12
Lakeview
Five bedroom - 3 bath - Sleeps 12
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great stay! Staff helpful, the room was really nice."
Camille 1-night trip
Posted 1 hour ago
Hilton Chicago

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. Dorothy's: 7 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private yard. The Villa Toscana: 9 rooms. Wicker Park Inn: 11 rooms.
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 Six Flags Great America 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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