Bed & breakfast Chicago

1. 01

   Ray's Bucktown Bed and Breakfast

   4,9(517 reviews)Portal score 8,4

   

   2144 N Leavitt St, Chicago, IL 60647(773) 384-3245Website

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2. 02

   Villa D' Citta Bed & Breakfast

   4,9(654 reviews)Portal score 8,4

   

   2230 N Halsted St, Chicago, IL 60614(312) 771-0696Website

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3. 03

   The Publishing House Bed and Breakfast

   4,9(381 reviews)Portal score 8,3

   

   108 N May St, Chicago, IL 60607(312) 554-5857Website

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4. 04

   The Polo Inn

   4,7(360 reviews)Portal score 8,3

   

   3322 S Morgan St, Chicago, IL 60608(773) 927-7656Website

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5. 05

   Garden Grove Inn Bed & Breakfast

   4,9(407 reviews)Portal score 8,3

   

   9549 Union Pier Rd, Union Pier, MI 49129(269) 469-6346Website

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6. 06

   The Sono Chicago

   4,7(184 reviews)Portal score 7,9

   

   1428 N Cleveland Ave, Chicago, IL 60610(773) 531-4869Website

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7. 07

   The Willows Hotel

   4,2(777 reviews)Portal score 7,9

   

   555 W Surf St, Chicago, IL 60657(773) 528-8400Website

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8. 08

   Wicker Park Inn

   4,6(231 reviews)Portal score 7,9

   

   1331 N Wicker Park Ave, Chicago, IL 60622(773) 486-2743Website

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9. 09

   The Carleton of Oak Park Hotel

   4,3(833 reviews)Portal score 7,9

   

   1110 Pleasant St, Oak Park, IL 60302(708) 848-5000Website

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10. 10

    Majestic Hotel

    4,2(993 reviews)Portal score 7,9

    

    528 W Brompton Ave, Chicago, IL 60657(773) 404-3499Website

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11. 11

    The Villa Toscana Guest House

    4,6(194 reviews)Portal score 7,8

    

    3447 N Halsted St, Chicago, IL 60657(773) 404-2416Website

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12. 12

    STAY

    4,4(222 reviews)Portal score 7,7

    

    1415 N Ashland Ave Second Floor, Chicago, IL 60622(773) 353-2414Website

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13. 13

    Freehand Chicago

    3,9(2919 reviews)Portal score 7,6

    

    19 E Ohio St, Chicago, IL 60611(312) 940-3699Website

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Company comparison

Frequently asked questions

How do I choose the best bed and breakfasts in Chicago?

To choose the best option, start by reviewing our curated list of the top 20 businesses in the city. Comparing these highly-rated establishments allows you to see which locations best align with your travel preferences and neighborhood interests.

What should I expect when staying at a top-rated Chicago bed and breakfast?

You can expect a personalized experience that often features unique local charm and high-quality service. For instance, Ray's Bucktown Bed and Breakfast currently holds an impressive 4.9/5 rating, reflecting the high standards you should look for when booking your stay.

How should I interpret ratings and reviews for bed and breakfasts?

When reading reviews, look for consistent feedback regarding cleanliness, breakfast quality, and host hospitality. While the average rating for the category is currently unavailable, focusing on businesses like our top-ranked selection can help ensure a reliable and enjoyable experience.

What is a practical tip for booking a bed and breakfast in Chicago?

A great tip is to book your stay well in advance, especially if you have your heart set on a top-rated property like Ray's Bucktown Bed and Breakfast. Since we have identified 20 excellent businesses to choose from, checking their specific amenities early will help you secure the perfect room for your trip in 2026.

Do prices vary for bed and breakfasts in Chicago?

Yes, prices vary depending on the season, the specific location within the city, and the amenities offered by each property. We recommend comparing the 20 businesses on our list to find a stay that fits your budget while maintaining the high quality you expect.