Immerse yourself in the allure of Chicago, a stunning spot in Illinois that’s known for its bed and breakfasts. Choose from 4,474 diverse options to tailor your perfect trip.

From cozy to lavish, Chicago offers a wide range of bed and breakfasts to suit your budget and style. With prices starting from $39 and going up to $5,600, you’re spoilt for choice with amenities such as Internet / Wifi.

Top Features: Internet / Wifi, Air conditioner, TV, Kitchen / Kitchenette and Laundry

Local Highlights: Millennium Park, Navy Pier, Chicago Riverwalk, Museum of Science and Industry, Chicago and Museum Campus

Don't miss out on the beauty of Chicago. Book your bed and breakfasts now and experience the best of Illinois.

Top Bed and breakfasts in Chicago

Fridge, microwave, oven, stovetop
4.9
Outstanding(122 Reviews)
Bed and Breakfast
 in Chicago
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Soak up the beauty of Chicago in our Bed and Breakfast, Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.

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Interior
4.8
Outstanding(91 Reviews)
Bed and Breakfast
 in Chicago
Unique Chicago Penthouse Loft - Amazing Deal & Location
4 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette

Looking for a Bed and Breakfast in Chicago, this Bed and Breakfast for $304 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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4.8
Outstanding(59 Reviews)
Bed and Breakfast
 in Oak Park
Harvey House Bed & Breakfast
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Nestled in Chicago, this Bed and Breakfast is perfect for your next vacation. Enjoy Harvey House Bed & Breakfast's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
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Iron/ironing board, internet, bed sheets
4.4
Excellent(36 Reviews)
Bed and Breakfast
 in Chicago
Rare Gem! Indoor Pool, Rooftop Deck, Close to Magnificent Mile
2 guests · 1 bedroom · 1 bath
Pool · Air conditioner · Parking

This Bed and Breakfast for $210 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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4.9
Outstanding(33 Reviews)
Bed and Breakfast
 in Chicago
Magnolia Studios
Garden · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at Magnolia Studios, our elegant Bed and Breakfast in Chicago. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Exterior
4.5
Excellent(459 Reviews)
Bed and Breakfast
 in Chicago
House 5863 - Chicago Bed and Breakfast
Garden · Pool · Kitchen / Kitchenette

Indulge in a peaceful retreat at House 5863 - Chicago Bed and Breakfast, our elegant Bed and Breakfast in Chicago. Enjoy amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

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Property grounds
4.1
Excellent(32 Reviews)
Bed and Breakfast
 in Chicago
Windy City Getaway! Minutes to Navy Pier, Field Museum, Shedd Aquarium
4 guests · 1 bedroom · 1 bath
Pool · Air conditioner · Parking

This inviting Bed and Breakfast in Chicago can fit your needs for many types of vacations, at $233 per night.

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5.0
Outstanding(9 Reviews)
Bed and Breakfast
 in Chicago
MultiManor: A Renovated Bucktown Coach House
11 guests · 3 bedrooms · 3 baths
Kitchen / Kitchenette · TV · Laundry

Bed and Breakfast in Chicago, for $485 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Pool
4.6
Outstanding(5 Reviews)
Bed and Breakfast
 in Chicago
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
2 guests · 1 bedroom · 1 bath
Pool · Air conditioner · Parking

Soak up the beauty of Chicago in our Bed and Breakfast, Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium. With a range of amenities such as Air conditioner, Parking and Pool, you'll feel right at home.

$$$$
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Bar (on property)
3.5
Average(7 Reviews)
Bed and Breakfast
 in Chicago
Travel Destination! 2 Great Units, Walk to Riverwalk, Magnificent Mile
8 guests · 2 bedrooms · 2 baths
Pool · Air conditioner · Parking

Looking for a memorable stay in Chicago? Our Bed and Breakfast might just be what you're looking for. Enjoy amenities including Air conditioner, Parking and Pool, and more during your stay.

$$$$
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Property grounds
3.4
Average(6 Reviews)
Bed and Breakfast
 in Chicago
3 Classy Units Just Minutes from Shores of Lake Michigan–Navy Pier
12 guests · 3 bedrooms · 3 baths
Pool · Air conditioner · Parking

Looking for the perfect place to call home during your trip to Chicago? This Bed and Breakfast offers a comfort and style with top-notch amenities, including Air conditioner, Parking and Pool, and more.

$$$$
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Iron/ironing board, internet, bed sheets
4.7
Outstanding(3 Reviews)
Bed and Breakfast
 in Chicago
Shop ‘til you drop on the Magnificent Mile! Rooftop Deck
4 guests · 1 bedroom · 1 bath
Pool · Air conditioner · Parking

Looking for the perfect place to call home during your trip to Chicago? This Bed and Breakfast offers a comfort and style with top-notch amenities, including Air conditioner, Parking and Pool, and more.

$$$$
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Vacation rentals with internet & wifi in Chicago

Property view
4.6
Outstanding(6 Reviews)
Bed and Breakfast
 in Chicago
Just Minutes from Downtown Chicago
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Are you ready to indulge in a relaxing getaway? Our Bed and Breakfast in Chicago has everything you need for a rejuvenating stay. Treat yourself to Just Minutes from Downtown Chicago's exceptional amenities, such as Air conditioner, Internet / Wifi and Laundry.

$$$$
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Property view
4.8
Outstanding(276 Reviews)
Bed and Breakfast
 in Chicago
The Sono Chicago
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Nestled in Chicago, this Bed and Breakfast is perfect for your next vacation. Enjoy The Sono Chicago's top-rated amenities, including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

$$$$
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Property view
3.4
Average(228 Reviews)
Bed and Breakfast
 in Chicago
Villa Dubois Guest House
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Bed and Breakfast in Chicago can fit your needs for many types of vacations, at $56 per night.

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Front of property
4.8
Outstanding(293 Reviews)
Bed and Breakfast
 in Chicago
Ray's Bucktown B&B
Garden · Kitchen / Kitchenette · Air conditioner

This Bed and Breakfast for $180 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.8
Outstanding(65 Reviews)
Bed and Breakfast
 in Chicago
The Polo Inn Bridgeport U.S.A.
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Soak up the beauty of Chicago in our Bed and Breakfast, The Polo Inn Bridgeport U.S.A.. With a range of amenities such as Air conditioner, Internet / Wifi and Laundry, you'll feel right at home.

$$$$
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Beachfront
Property view
4.2
Excellent(236 Reviews)
Bed and Breakfast
 in Chicago
The Greenleaf House
Garden · Pets allowed · Kitchen / Kitchenette

Looking for a Bed and Breakfast in Chicago, this Bed and Breakfast for $98 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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3.7
Good(79 Reviews)
Bed and Breakfast
 in Chicago
McCormick Place Guest House
Garden · Kitchen / Kitchenette · Air conditioner
Most favorited

Discover the beauty of Chicago with a stay at McCormick Place Guest House, a top rated Bed and Breakfast with amenities such as Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

$$$$
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Fireplace
4.9
Outstanding(147 Reviews)
Bed and Breakfast
 in Chicago
The Publishing House B&B
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Experience vacation in Chicago with our Bed and Breakfast, The Publishing House B&B. Enjoy amenities such as Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

$$$$
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4.1
Excellent(119 Reviews)
Bed and Breakfast
 in Chicago
Clean, spacious, inexpensive queen BR
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chicago, at $34 per night for your next great vacation.

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Property view
3.1
Average(213 Reviews)
Bed and Breakfast
 in Chicago
Farwell dream
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Chicago? This Bed and Breakfast offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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4.7
Outstanding(207 Reviews)
Bed and Breakfast
 in Chicago
Ray's Bucktown Bed and Breakfast
Garden · Pets allowed · Kitchen / Kitchenette

Bed and Breakfast in Chicago, for $92 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Fireplace
3.7
Good(708 Reviews)
Bed and Breakfast
 in Chicago
Old Chicago Inn
Air conditioner · Internet / Wifi · Parking

Soak up the beauty of Chicago in our Bed and Breakfast, Old Chicago Inn. With a range of amenities such as Air conditioner, Internet / Wifi and Parking, you'll feel right at home.

$$$$
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4.5
Excellent(61 Reviews)
Bed and Breakfast
 in Chicago
Villa D' Citta
Garden · Kitchen / Kitchenette · Air conditioner

Experience the best of Chicago with this Bed and Breakfast available for $76. This property is equipped with amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
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3.5
Average(404 Reviews)
Bed and Breakfast
 in Chicago
Hollywood Rentals LLC
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Discover the beauty of Chicago with a stay at Hollywood Rentals LLC, a top rated Bed and Breakfast with amenities such as Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

$$$$
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4.8
Outstanding(45 Reviews)
Bed and Breakfast
 in Chicago
The Publishing House Bed and Breakfast
Air conditioner · Internet / Wifi · Parking

This Bed and Breakfast in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Terrace/patio
3.8
Good(376 Reviews)
Bed and Breakfast
 in Chicago
Mccormick Place Guest House
Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Bed and Breakfast in Chicago has everything you need for a rejuvenating stay. Treat yourself to Mccormick Place Guest House's exceptional amenities, such as Air conditioner, Internet / Wifi and Kitchen / Kitchenette.

$$$$
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Property view
4.5
Excellent(36 Reviews)
Bed and Breakfast
 in Chicago
Wicker Park Inn
Garden · Kitchen / Kitchenette · Air conditioner

When traveling to Chicago, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $88 per night.

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Beachfront
Property view
4.4
Excellent(19 Reviews)
Bed and Breakfast
 in Chicago
House 5863- Chicago's Premier Bed and Breakfast
Garden · Kitchen / Kitchenette · Air conditioner

Experience vacation in Chicago with our Bed and Breakfast, House 5863- Chicago's Premier Bed and Breakfast. Enjoy amenities such as Air conditioner, Internet / Wifi and Smoking allowed, and more.

$$$$
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4.1
Excellent(10 Reviews)
Bed and Breakfast
 in Chicago
Logan Square Coach House
Garden · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Chicago at Logan Square Coach House for $124 for your next trip.

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