Discover Our Bed and Breakfasts in Downtown Chicago

Welcome to the gateway to Chicagoland, Downtown Chicago. We invite you to enjoy your stay in our one-of-a-kind lodging choices and discover why Chicago is one of America’s best cities in which to live, work, and play!

When considering accommodations in a downtown Chicago hotel during your visit, why not select one of our many unique and memorable inns for your stay? Chicago’s bed and breakfasts range from completely urban to stunningly Victorian, all with unique personalities and appeal.

With the second largest airport in the world, one of the nation’s largest passenger train hubs, and plenty of excitement, Downtown Chicago is a popular destinations for both business travelers and those looking for a unique vacation option.

Area bed and breakfasts offer a much more comfortable and relaxing atmosphere for your visit and are in close proximity to all Chicago has to offer. Our inns are located throughout the city, so you can always find an open door to welcome you to your temporary Chicago home!

Downtown Chicago is known for its shopping, dining, and culture. The famous “Magnificent Mile” along Michigan Street offers world-class shopping in both well-known stores and small boutiques. Thousands of city restaurants offer a taste of the Midwest, including Chicago’s namesake pizza. Discover our city’s gorgeous architecture, visit one of the many museums, or test your wits on The Ledge. These are just of a few of the magnitude of sights and activities that Chicago has to offer!

With so much to do and see in Chicago, there is a member inn of the Illinois Bed & Breakfast Association nearby to provide comfortable quarters, no matter what part of the city you wish to explore!

Toggle the options in the red and blue boxes to display the cities and attractions on the map below.




Sort by:

City Name
Cream brick wall with text Millennium Park engraved, tulips in front and text Chicago Region, Ferry on river with skyscrapers.

Ray’s Bucktown B&B

2144 N. Leavitt St., Chicago, IL 60647

773-384-3245 / 800-355-2324

Ray’s B&B is located in Chicago’s vibrant Bucktown/Wicker Park neighborhood, 12 minutes to downtown by train. Modeled after small European hotels, we have 11 unique bedrooms, (each with a private bathroom, WIFI, TV, DVR & robes), free parking, a business … Continue reading

Cream brick wall with text Millennium Park engraved, tulips in front and text Chicago Region, Ferry on river with skyscrapers.

City Scene Bed and Breakfast

2101 North Clifton Avenue, Chicago, IL 60614

773-549-1743 / 800-549-1743

A comfortable, private suite with one or two bedrooms, sitting room, kitchen and bath on the garden level of a Victorian four-flat. The well-supplied kitchen allows quests to prepare breakfast at their leisure. On a quiet, residential street in an … Continue reading