Bed & Breakfasts in Chicago, the USA

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Tuesday 28 July 2026 - Wednesday 29 July 2026 (1 night)

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1 room

Chicago - 7 Bed & Breakfasts to Choose From

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Chicago - 7 Properties found

Most booked in last 6 months
Recommended
Star rating
Price
Top rated by customers
Deals
Wicker Park Inn
Wicker Park Inn

1331 N Wicker Park Ave

Amenities

Excellent

189 reviews

8.8
The Sono Chicago
The Sono Chicago

1428 N Cleveland Ave

Amenities

Exceptional

328 reviews

9.8
Old Chicago Inn
Old Chicago Inn

3222 N Sheffield Ave

Amenities

Very Good

372 reviews

7.8

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House 5863 - Chicago Bed and Breakfast
House 5863 - Chicago Bed and Breakfast

5863 North Glenwood Avenue

Amenities

Wonderful

436 reviews

9.0
The Publishing House B&B
The Publishing House B&B

108 N May Street

Amenities

Exceptional

114 reviews

9.8
Villa D' Citta
Villa D' Citta

2230 N Halsted Street

Amenities

Exceptional

59 reviews

9.4
Ray's Bucktown B&B
Ray's Bucktown B&B

2144 N. Leavitt St

Amenities

Exceptional

209 reviews

9.6

Top Picks for Bed & Breakfasts in Chicago

Try one of these popular top-rated bed & breakfasts in Chicago

The Publishing House B&B

Chicago, US.
9.8
Exceptional

Wicker Park Inn

Chicago, US.
8.8
Excellent

Ray's Bucktown B&B

Chicago, US.
9.6
Exceptional

Explore Chicago

Discover new destinations in Chicago and find your next stay!

The Sono Chicago

Chicago, US.
9.8
Exceptional

Villa D' Citta

Chicago, US.
9.4
Exceptional

House 5863 - Chicago Bed and Breakfast

Chicago, US.
9.0
Wonderful

Old Chicago Inn

Chicago, US.
7.8
Very Good
FAQs About Bed & Breakfasts in Chicago
There are many great places to stay in Chicago, such as The Langham, The Peninsula, and The Gwen Hotel, known for their luxury amenities and convenient locations.
Destination

Discovering Chicago's Coastal Charm and Urban Wonders

Discover what to do and what to see in Chicago

Discover the charm of Chicago, Illinois, USA with our exceptional bed and breakfasts. Located in the heart of this bustling city, our accommodations offer a unique and authentic experience for travelers seeking comfort and convenience. Immerse yourself in the vibrant atmosphere of downtown Chicago as you step outside our doorstep. Take a stroll along the iconic Magnificent Mile, where you'll find world-class shopping, restaurants, and entertainment. Marvel at the architectural wonders of the city with a visit to the renowned Cloud Gate, affectionately known as "The Bean," in Millennium Park. For art enthusiasts, a trip to the Art Institute of Chicago is a must. Explore masterpieces by van Gogh, Monet, and Picasso, among other renowned artists. Don't forget to snap a photo of the famous lions guarding the entrance. For those seeking a slice of nature, venture to Grant Park. Enjoy a leisurely afternoon picnic or take a boat tour along Lake Michigan for breathtaking views of the city skyline. Our bed and breakfasts offer comfortable accommodations with a touch of elegance and personal service. Each room is thoughtfully designed with your comfort in mind, ensuring a peaceful night's sleep after a day of exploring the city. We understand that convenience is essential, which is why we offer multiple payment options. Whether you prefer to use your credit card, debit card, or even cryptocurrencies like Bitcoin, we've got you covered. Choose us as your home away from home in Chicago. Book your stay at our bed and breakfasts today and let the charm of the city enchant you.

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Hotel Bookings

  • When will I receive my hotel confirmation email?

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    You will receive your accommodation booking confirmation within 24 hours of placing your reservation. We also recommend to check your junk mail or spam folder for your itinerary.

    Please also note that you can always view your booking status online using My Trip on our website or by signing in and selecting My Bookings from the account menu.

    Cryptocurrency payments require a certain number of blockchain confirmations for the booking to proceed. The number of blockchain confirmations required for the most commonly used payment options are as follows:

    • BTC payments: 3 confirmations
    • ETH payments (incl. ERC20): 20 confirmations
    • BNB payments (incl. BEP20): near-instant
    • TRON payments (incl. TRC20): near-instant
  • What is the maximum number of rooms that I can book per booking?

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    You can book up to four rooms per booking. For group bookings that exceed four rooms, please contact our Customer Support Team via [email protected].

  • When will I receive my hotel confirmation email?

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    Hotel reservations are usually confirmed within 60 minutes of booking.

    Once confirmed, your official hotel itinerary will be emailed to you. 

    Where to track booking status

    You can view your booking status via My Trips on our website, or the My Bookings section of your account dashboard.

     

    If you need further assistance, please contact our Customer Support team via Live Chat or email [email protected].

    To help us resolve this quickly, please provide your Order Number and your Transaction Hash / Proof of Payment.

     

  • Why isn't there any hotel availability showing?

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    If our website displays no availability, that unfortunately means we have no available rooms at your chosen property for your preferred dates. Please try updating your search criteria with new dates or filters.

    If your travel arrangements are not flexible and you must stay at this property, please live-chat us or submit a Contact Us form for assistance.

  • My order is expired

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    If your flight, hotel, activity, or car rental booking shows a status of expired after you made a payment, please do not attempt to rebook. Bookings automatically expire if a payment is not fully confirmed within our 10-minute window.

    Why did my booking expire?

    Due to fluctuating product rates and real-time currency or cryptocurrency exchange shifts, we limit the initial reservation window to 10 minutes. The reservation will be marked as expired if a successful payment confirmation is not received before this timer runs out.

    I already sent the payment, what happens next?

    Some payment methods, particularly cryptocurrency transactions, can experience blockchain network delays, exceeding our reservation window. Once the payment is detected, our system will automatically attempt to make the reservation again. 

    What should I do if my booking fails after payment is made?

    Our team will find you another alternative for your booking. If there are no suitable alternative options available, we will refund the amount you paid.

     

    If you haven't receive an email after 60 minutes, please reach out to speak to our Customer Support team via Live Chat or email [email protected].

    To help us resolve this quickly, please provide your Order Number and your Transaction Hash / Proof of Payment.

  • Is there any discount available if I do not have any AVA tokens?

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    Each accommodation and activity booking made on Travala will receive a 2% giveback in the form of AVA tokens. In order to receive this giveback, simply activate your FREE Smart Basic account. The giveback will be credited directly to your wallet after you complete your stay. If you don’t have a Travala account yet, create an account here

  • What should I do if my hotel booking expires or fails after payment is made?

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    Please contact our Customer Support team via chat or email [email protected] and the team will find you another alternative for your booking. If there are no suitable alternative options available, we will refund the amount you paid.

  • How do we determine our hotel sort and filter order?

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    Sort and Filter functions in the search result page support you in finding the best accommodation offers as quickly as possible.

    •  
      •  
        • Sort function at the top of the search page enables you to order accommodation search results according to your preference, such as price, rating, distance, guest recommendation, and other criteria.
        • The Filter function enables you to include or exclude various options to suit your travel needs.

    By default, if you do not use either Sort or Filter function, your search results may be ordered based on two factors:

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      •  
        • The nearest distance to the destination/landmark you searched for
        • Property ratings based on top reviews

    SORT

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        • Price: sorts your search results based on the property price from high to low and low to high
        • Rating: sorts your search results based on the accommodation star rating from 5 stars to 1 star and 1 star to 5 stars.
        • Distance from downtown: sorts properties nearest to the location you searched for.
        • Property Rank: sorts properties based on transactional data and details about the property.
        • Top Rated: sorts properties with the outstanding ratings based on our data.
        • Guest Recommended: sorts by the percentage of guests who recommend staying at this property. Use this option to get the properties with the highest recommendation score display first.

    FILTER

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      • Search Hotels: filters properties by name once the hotel/property name is entered.
      • Price per night: filters properties by price range once the minimum and maximum price range is selected.
      • Popular Filters: we show the most common filters here that help you easily find the best choice from one or more filters.
      • Star Rating: filters by desired minimum star rating, e.g. only 5-star hotels, both 4-star and 5-star hotels, etc.
      • Guest Review: filters by guest review types, including Excellent, Very Good, etc.
      • Property Type: filters by property types, e.g. Hotel, Villa, Apartment, etc.
      • Amenities: filters by desired amenities, e.g. Swimming Pool, Free WiFi, etc.
      • Hotel Chain: filters by properties that belong to a particular hotel chain.
  • How can I obtain a payment receipt or invoice for my hotel booking?

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    To request a payment receipt or invoice for your hotel booking, please submit a Contact Us request form. Once your request is received we will email you an electronic receipt.

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