Find a Bed and Breakfast in Chicago from CA $107

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Browse Select Chicago B&B

Dorothy's

3.0 star property
8.4 out of 10, Very good, (57)
"Great to stay, close walk to many places. Cleaning lady was very helpful and friendly. Rooms a bit small but would definitely stay there again."
The price is CA $107
CA $174 total
includes taxes & fees
Aug 3 - Aug 4
Dorothy's

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (587)
"Was a great stay!"
The price is CA $119
CA $194 total
includes taxes & fees
Aug 3 - Aug 4
The Villa Toscana

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (475)
"I loved it was so close to busy Chicago but in the quiet subarbs where it was nice and quiet and felt very safe.The rooms were excellent and well equipped and the kitchen was full of snacks to eat when you wanted and a great selection of drinks. If I ever came to Chicago I would stay here again also the hosts were fantastic "
The price is CA $188
CA $298 total
includes taxes & fees
Aug 3 - Aug 4
House 5863 - Chicago Bed and Breakfast

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (368)
"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "
The price is CA $269
CA $303 total
includes taxes & fees
Aug 5 - Aug 6
Ray's Bucktown B&B

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (249)
"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!"
The price is CA $309
CA $363 total
includes taxes & fees
Aug 6 - Aug 7
Wicker Park Inn

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (465)
"Excellent location. Beautiful property, extremely clean."
The price is CA $295
CA $346 total
includes taxes & fees
Aug 4 - Aug 5
The Sono Chicago

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (181)
"What a lovely place to stay. This bnb was perect!"
The price is CA $282
CA $318 total
includes taxes & fees
Aug 20 - Aug 21
The Publishing House B&B

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (113)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is CA $360
CA $412 total
includes taxes & fees
Aug 4 - Aug 5
Harvey House Bed & Breakfast

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (104)
"Would stay again anytime!!"
The price is CA $409
CA $480 total
includes taxes & fees
Aug 6 - Aug 7
Villa D' Citta

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (141)
"We were thrilled with the little neighborhood and options for food, drinks and shopping. Super easy to hop on bus to and from Wrigley!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Villa Dubois Guest Room 6

The price is CA $185
CA $327 total
includes taxes & fees
Aug 13 - Aug 14
Villa Dubois Guest Room 6

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...
Wrigleyville Suites Room 1

Villa Dubois Guest House Room 4

The price is CA $231
CA $395 total
includes taxes & fees
Aug 13 - Aug 14
Villa Dubois Guest House Room 4

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is CA $231
CA $395 total
includes taxes & fees
Aug 7 - Aug 8
Dubois Guest House Room 201

Dubois Guest House Room 101

The price is CA $231
CA $395 total
includes taxes & fees
Aug 13 - Aug 14
Dubois Guest House Room 101

Villa Dubois Guest House Room 2

The price is CA $231
CA $392 total
includes taxes & fees
Aug 7 - Aug 8
Villa Dubois Guest House Room 2

Dubois Guest House Room 203

The price is CA $277
CA $457 total
includes taxes & fees
Aug 7 - Aug 8
Dubois Guest House Room 203

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
Wrigleyville Suites Room 2

Wrigleyville Suites Room 3

2.0 star property
Wrigleyville Suites Room 3

Rustic cottage-style condo within walking distance to downtown Homewood

8.8 out of 10, Excellent, (10)
"Great location, close to Credit Union 1 amphlitheater and walking distance to a good breakfast spot. Quiet neighborhood and clean apartment. Perfect space for a girls’ getaway."
Rustic cottage-style condo within walking distance to downtown Homewood
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

Frequently asked questions

What are the most popular Chicago B&Bs?
The Sono Chicago stands out as an exceptional choice for travellers 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 travellers 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 B&B in Chicago?
Prices for B&Bs in Chicago often vary, but you can find a great deal from CA $107 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 & 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 & 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 neighbourhood 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 B&Bs 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 stay, Downtown Chicago is the top choice for B&B accommodations. Known for its rich array of museums, parks, and dining options, this area truly embodies the city's spirit. Families will appreciate the easy access to attractions like the Field Museum, where they can marvel at Sue, the famed T. rex skeleton, or explore the wonders of the Shedd Aquarium. The nearby Navy Pier offers a fun-filled day with its Ferris wheel and entertainment options, ensuring there's something for everyone to enjoy.

Couples seeking a romantic outing can stroll along the picturesque lakefront or relax in the lush settings of Millennium Park, where Frank Gehry's stunning architecture provides a great backdrop for memorable photos. The iconic Cloud Gate sculpture, affectionately known as "the Bean," invites visitors to reflect on the city's captivating skyline.

In addition to its attractions, Downtown Chicago's Magnificent Mile presents a bustling shopping and dining experience, making it convenient for those who appreciate quality and convenience. Although parking can be a challenge, the area's walkability allows for easy exploration of the many highlights nearby.
When is the best time to book a B&B in Chicago?
The best time to book a B&B in Chicago is during the vibrant summer months, particularly in July. This period sees the city buzzing with life, as both locals and tourists flock to enjoy the warm weather and numerous outdoor events. Visitors can immerse themselves in the city's rich culture, from exploring its stunning architecture on the Riverwalk to indulging in the famous Taste of Chicago festival, which showcases the city's diverse culinary scene.

During summer, you can expect pleasant temperatures, typically ranging from 20 to 30 degrees Celsius, great for outdoor activities like sightseeing at Millennium Park or taking a leisurely stroll along Lake Michigan. This is an ideal time for those who appreciate an energetic atmosphere filled with street fairs, concerts, and numerous festivals.

If you're looking for a more budget-friendly option, consider visiting in December. While this month falls within the low season, it offers a unique charm with festive holiday decorations and the opportunity to experience the city's famous Christkindlmarket. This quieter time allows for a more relaxed exploration of Chicago's museums, art galleries, and historic neighbourhoods, all without the summer crowds.
What is the difference between a Chicago Bed and Breakfast 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.