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Compare 33 B&B in Chicago with updated reviews, rates, and availability.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (548)
"Super cute house! Very detailed directions on check in, super easy excellent neighbourhood!"
The price is $103
includes taxes & fees
$94 per night
May 1 - May 2
The Villa Toscana

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (170)
"Was surprisingly excellent "
The price is $263
includes taxes & fees
$233 per night
May 26 - May 27
The Publishing House B&B

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (347)
"What a rad spot...great staff, A M A Z I N G breakfast (can I say Nutella and banana stuffed French toast?!), nice sauna on premise, clean rooms, so much to look at, and I parked in the garage! Will be back...daughters had a blast. "
The price is $184
includes taxes & fees
$163 per night
Apr 30 - May 1
Ray's Bucktown B&B

Dorothy's

3.0 star property
8.0 out of 10, Very Good, (31)
"It was great for a stay in Boystown"
The price is $72
includes taxes & fees
$67 per night
Apr 30 - May 1
Dorothy's

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (452)
"This bed and breakfast was an absolutely breathtaking gem that surpassed every expectation we had, delivering an experience that went well beyond what the photographs could capture. From the moment we arrived, we were struck by the stunning beauty of the place, which seemed to offer everything one could possibly desire in a cozy getaway. The owners were the epitome of hospitality—warm, welcoming, and genuinely sweet—always ready to lend a hand with anything we needed, whether it was local...
The price is $172
includes taxes & fees
$146 per night
May 11 - May 12
The Sono Chicago

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is $280
includes taxes & fees
$239 per night
Apr 30 - May 1
Wicker Park Inn

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"Unique experience staying within a block of DePaul School of Music. Lovely property with open kitchen and great breakfast/coffee. Nice outdoor area with fire pit. Stayed in Capone suite which was comfortable but noisy as it was downstairs just below the kitchen. Note that private bath is down the hall as this wasn’t explained well when I booked. Would stay again and I do recommend."
The price is $242
includes taxes & fees
$206 per night
Apr 30 - May 1
Villa D' Citta

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"This is a beautiful little stay that feels like a walk back in time with a wonderful host Beth and delicious options for food and activities! We will be back "
The price is $256
includes taxes & fees
$231 per night
Apr 30 - May 1
Harvey House Bed & Breakfast

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
The price is $249
includes taxes & fees
$218 per night
Apr 30 - May 1
Wrigleyville Suites Room 1

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
The price is $288
includes taxes & fees
$245 per night
Apr 30 - May 1
House 5863 - Chicago Bed and Breakfast

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is $285
includes taxes & fees
$248 per night
May 1 - May 2
Dubois Guest House Room 201

Villa Dubois Guest Room 6

The price is $238
includes taxes & fees
$208 per night
May 1 - May 2
Villa Dubois Guest Room 6

Villa Dubois Guest House Room 5

The price is $161
includes taxes & fees
$144 per night
Apr 30 - May 1
Villa Dubois Guest House Room 5

Dubois Guest House Room 101

The price is $161
includes taxes & fees
$144 per night
Apr 30 - May 1
Dubois Guest House Room 101

Dubois Guest House Room 202

The price is $285
includes taxes & fees
$248 per night
May 1 - May 2
Dubois Guest House Room 202

Villa Dubois Guest House Room 4

The price is $178
includes taxes & fees
$158 per night
Apr 30 - May 1
Villa Dubois Guest House Room 4

Villa Dubois Guest House Room 2

The price is $178
includes taxes & fees
$158 per night
Apr 30 - May 1
Villa Dubois Guest House Room 2

Dubois Guest House Room 203

The price is $331
includes taxes & fees
$287 per night
May 1 - May 2
Dubois Guest House Room 203

Wrigleyville Suites Room 3

2.0 star property
The price is $249
includes taxes & fees
$218 per night
Apr 30 - May 1
Wrigleyville Suites Room 3

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
The price is $249
includes taxes & fees
$218 per night
Apr 30 - May 1
Wrigleyville Suites Room 2
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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Other property types in Chicago

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (737)
"Wonderful stay, beautiful views, spacious and clean!"
The price is $188
includes taxes & fees
$160 per night
Apr 30 - May 1
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (484)
"Good place"
The price is $135
includes taxes & fees
$115 per night
May 26 - May 27
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (277)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is $160
includes taxes & fees
$137 per night
May 26 - May 27
Sonder Market Hall
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.

Frequently asked questions

What are the most popular Chicago Bed & Breakfasts?
The Sono Chicago stands out as an exceptional choice for travelers seeking a blend of luxury and comfort in the heart of the city. With a great 10.0 rating, guests rave about the thoughtful amenities, including a stunning rooftop terrace and balconies that offer breathtaking views of Chicago. The attentive staff and delicious breakfast set the tone for a delightful stay, making it ideal for both couples looking for a romantic getaway and solo travelers wanting a serene escape.

For those interested in a great experience, The Publishing House B&B is another top contender, also boasting a flawless 10.0 rating. This charming property features a winery and offers complimentary full breakfasts that highlight local flavors. With outstanding service and cozy accommodations, it’s a great haven for couples or friends seeking a memorable trip filled with delightful culinary experiences.

Families will find Ray’s Bucktown B&B, rated 9.8, to be an excellent option. With a focus on comfort and convenience, it provides a inviting space where both parents and children can unwind. Guests appreciate the friendly staff and the hearty breakfast, ensuring that everyone starts their day off right. The strategic location allows easy access to local attractions, making it a fantastic base for family adventures.
What is the nightly rate for a Bed & Breakfast in Chicago?
Prices for B&Bs in Chicago often vary, but you can find a great deal from $72 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chicago B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly Bed and Breakfasts in Chicago?
Ray’s Bucktown B&B is a fantastic choice for families seeking a inviting space in the heart of Chicago. This charming property goes above and beyond with amenities designed specifically for children, including toys, games, and books to keep young minds entertained. Parents will appreciate the convenience of complimentary travel cribs and rollaway beds, ensuring everyone has a comfortable place to sleep. Additionally, the daily housekeeping service and lovely garden create a stress-free environment, allowing families to relax and enjoy their stay.

Another excellent option is the Harvey House Bed & Breakfast, which features a cozy kitchenette superb for preparing quick meals or snacks for the family. The property offers rollaway beds for added convenience and has a delightful garden where families can unwind together after a day of exploring the city. With daily housekeeping to keep everything tidy, this B&B provides the attentive service that families value.

For those looking for a unique stay, the Unique Chicago Penthouse Loft - Amazing Deal & Location offers a spacious environment ideal for families. With a sofa bed for extra sleeping space and a patio where you can enjoy the fresh air, this property ensures comfort and convenience. Kids will love the video game console and variety of video games available, making it a fun retreat after a day of sightseeing.
Do any Chicago Bed and Breakfasts allow dogs?
Ray’s Bucktown B&B is a fantastic choice for dog owners visiting Chicago. This welcoming property not only allows dogs but also provides thoughtful amenities such as food and water bowls and a shared kitchen, making it easy to care for your furry friend. Families will appreciate the availability of travel cribs and rollaway beds at no extra charge, ensuring a comfortable stay for everyone. The rooftop terrace offers a lovely spot to unwind, while the property’s proximity to parks means you and your dog can enjoy leisurely strolls in the fresh air.

Another great option is The Publishing House B&B, which is also pet-friendly and provides a warm atmosphere for all guests. While primarily suiting service animals, its inviting spaces and complimentary breakfast make it a cozy retreat. The property features premium bedding that promises restful nights, and the complimentary Wi-Fi ensures that you can stay connected during your travels.

For those seeking a charming, pet-friendly experience in a historical setting, House 5863 - Chicago Bed and Breakfast is an excellent choice. This property allows service animals and is located in a vibrant neighborhood near museums and shopping districts. With its airy terraces and beautifully designed interiors, families can enjoy quality time together while exploring the local culture.
Are there any romantic Bed and Breakfasts in Chicago for couples?
For a romantic getaway in Chicago, House 5863 - Chicago Bed and Breakfast is a delightful choice that combines luxury with comfort, featuring a cozy ambiance and thoughtful amenities. With its prime location in a historical district, this charming bed and breakfast invites couples to enjoy romantic dining experiences, enhanced by the elegance of its Art Deco design. Guests can unwind on the furnished patio or balcony, soaking in the serene atmosphere while enjoying complimentary continental breakfast.

This property also offers luxurious touches such as Egyptian cotton sheets, designer toiletries, and plush bathrobes, ensuring that every moment spent together is pampered and special. The nearby shopping district and museums provide ample opportunities for couples to explore and create lasting memories.
Which area is best to stay in a Chicago B&B?
For a vibrant and engaging experience, Downtown Chicago is the ideal area to stay in a B&B. This bustling district, often referred to as the Chicago Loop, is brimming with attractions that cater to travelers of all ages. Families will appreciate the variety of museums, including the renowned Art Institute of Chicago, where they can marvel at Impressionist masterpieces. The Field Museum offers captivating exhibits, including the famous dinosaur, Sue, making it a hit with children.

Outdoor enthusiasts can enjoy the picturesque lakefront, superb for leisurely strolls or picnics. Downtown Chicago also boasts beautifully manicured public parks, like Millennium Park, where children can play and families can unwind under Frank Gehry’s iconic arches. For a fun adventure, take a ride on the Navy Pier Ferris wheel or explore the interactive exhibits at the Shedd Aquarium.

Couples seeking a romantic escape will find plenty of cozy restaurants and charming cafés along the Magnificent Mile. After a day of adventure, enjoying a sunset picnic in Grant Park or taking a leisurely walk by the lake can create memorable moments together.
When is the best time to book a Bed & Breakfast in Chicago?
The best time to book a B&B in Chicago is during the vibrant summer months, particularly from June to August. This period attracts a plethora of travelers eager to enjoy the city’s rich cultural scene, outdoor festivals, and picturesque lakeside activities. With temperatures ranging from the mid-70s to the low 90s Fahrenheit, visitors can comfortably explore iconic attractions like Millennium Park, the Art Institute, and the scenic waterfront along Lake Michigan.

July stands out as the peak month, bustling with energy as locals and tourists alike flock to the city for events such as the Chicago Air and Water Show and various music festivals. This lively atmosphere makes it an ideal time for those who thrive on socializings and vibrant experiences.

For those looking to maximize their travel budget, consider visiting in December. It’s cooler, with temperatures dipping into the low 30s Fahrenheit, the holiday season transforms Chicago into a winter wonderland. The festive decorations, holiday markets, and ice-skating rinks provide a unique charm and a quieter experience compared to the bustling summer months.
What is the difference between a Chicago B&B and a hotel?
Every Chicago B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chicago B&Bs.