Bed and Breakfast in Chicago, IL

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Chicago, IL bed and breakfast
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711 Bed and Breakfasts and Inn in Chicago, IL

Browse Bed and Breakfasts near the Historic Centre in Chicago, IL

Walk to major heritage landmarks effortlessly from central bed and breakfasts in Chicago, IL.

⭐️Walk + Transit Score 90+⭐️pvt Bathroom⭐️3rd Fl⭐️ - Chicago, IL
9.6 222 reviews

⭐️Walk + Transit Score 90+⭐️pvt Bathroom⭐️3rd Fl⭐️

B&B, Chicago
This charming bed and breakfast is situated on Chicago's Near North Side, just a block from the Red Line and within walking distance of the Magnificent Mile, Oak Street shopping, and Navy Pier. It has received excellent ratings for location, cleanliness, and overall guest experience.
The guest room is located on the third floor and comfortably accommodates up to four guests. The B&B offers a range of amenities, including a shared kitchen, a dog-friendly environment, and green cleaning practices.
The Chicago Hotel, Upscale Deluxe Double Queen - Chicago, IL
9.1 25 reviews

The Chicago Hotel, Upscale Deluxe Double Queen

B&B, Chicago
This Chicago guesthouse is situated on the Magnificent Mile, offering easy access to high-end shopping and attractions such as the Art Institute of Chicago and Millennium Park.
The one-bedroom, one-bathroom lodging sleeps up to four guests and includes free Wi-Fi, a 24/7 gym, business centre, and concierge services, plus pet-friendly options (dogs only, up to 2, maximum 65 lbs, £60 fee) and valet parking (£60 per night).
Relaxing Getaway In Chicago W/ View, Pets Welcome! - Chicago, IL
9.5 12 reviews

Relaxing Getaway In Chicago W/ View, Pets Welcome!

B&B, Chicago
This Chicago guesthouse is conveniently located in the downtown area, near the Chicago River, within easy walking distance of numerous bars and restaurants, and a few kilometres from Soldier Field, Wrigley Field, and the United Center.
Offering one bedroom and one bathroom, this pet-friendly lodging sleeps up to four guests and features modern amenities including free Wi-Fi, a flat-screen TV, and a mini-fridge, plus an on-site restaurant, Hoyt's American Tavern, and access to a fitness centre and business centre.
Best Place To Unwind! 2 Units, Pets Allowed! - Chicago, IL
10 2 reviews

Best Place To Unwind! 2 Units, Pets Allowed!

B&B, Chicago
This Chicago guest house enjoys a convenient downtown location near the Chicago River, within easy walking distance of numerous restaurants and bars, and a few kilometres from sporting venues such as Soldier Field, Wrigley Field, and the United Centre.
The pet-friendly establishment offers two bedrooms, two bathrooms, and sleeps four guests, boasting modern amenities including free Wi-Fi, a fitness centre, and on-site American tavern, Hoyt's.

Best Chicago, IL bed and breakfasts with air conditioning

Logan Square Hotel Room 207 - Chicago, IL
10 4 reviews

Logan Square Hotel Room 207

B&B, Chicago
This Logan Square guesthouse is conveniently located minutes from the Blue Line, offering easy access to O'Hare International Airport and Chicago's city centre.
The self-catering unit features a twin bunk bed, a shared bathroom, in-room amenities including a mini-fridge, microwave, smart TV, and workstation, accommodating up to two guests and offering on-site laundry facilities.
Modern Stay | Downtown Chicago | 1 Unit - Chicago, IL
No reviews

Modern Stay | Downtown Chicago | 1 Unit

B&B, Chicago
This guest house is located in Chicago's River North district, within 1.6 kilometres of the Magnificent Mile, Navy Pier, and Millennium Park.
The accommodation offers one bedroom, one bathroom, and a capacity for two guests, with a room size of 17 square metres, including complimentary toiletries, television, daily cleaning, and fitness centre access.
Villa Christina - Chicago, IL
10 1 review

Villa Christina

B&B, Chicago
This bed and breakfast in Chicago's Greater Grand Crossing district is situated within 15 kilometres of key attractions such as Lake Michigan, McCormick Place, Soldier Field, Grant Park, and Willis Tower, with the 69th Street and King Drive 'L' train stations a short walk away.
Guests at this guesthouse can benefit from complimentary Wi-Fi in common areas, free on-site parking, and access to laundry facilities, with shared bathrooms available.
Studio 15 Minutes From Ohare! - Chicago, IL
9.9 206 reviews

Studio 15 Minutes From Ohare!

B&B, Dunning
This studio flat is situated in Chicago's Dunning neighbourhood, just a 10-minute drive from the Rosemont Convention Centre and a 30-40 minute drive to the city centre, offering a peaceful escape from the city's bustle. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The self-contained flat can comfortably accommodate two guests and features a fully equipped kitchen and bathroom. Guests can enjoy a cosy gas fireplace, a Roku TV for entertainment, and a large backyard with a fire pit, perfect for relaxing after a day exploring Chicago.

Frequently asked questions about bed and breakfast in Chicago, IL

  • What are the must-see sights for first-time visitors on a day trip to Chicago, IL?

    For a day trip, you'd want to hit the highlights. Start at Millennium Park, wander through the Cloud Gate sculpture, also known as 'The Bean', and take in the views from the Crown Fountain. Then, head to Navy Pier for a ride on the Ferris wheel and some classic Chicago street food. If you have time, take a stroll along the Magnificent Mile, a stretch of North Michigan Avenue with plenty of shops and restaurants.
  • What are the best bed and breakfasts in Chicago, IL?

  • In which districts of Chicago, IL should you consider booking a bed and breakfast?

    For a charming bed and breakfast experience, consider staying in Lincoln Park, Lakeview, or Andersonville. These neighbourhoods offer a mix of residential areas, parks, and local businesses, providing a more intimate feel than the downtown area.
  • What are the best bed and breakfasts with a pool in Chicago, IL?

  • What are the best cultural activities and events in and around Chicago, IL?

    Chicago is a cultural hub with something for everyone. Check out the Art Institute of Chicago for world-class art, the Field Museum for dinosaur exhibits, or the Museum of Science and Industry for interactive science displays. For live music, catch a show at the Chicago Theatre or the Auditorium Theatre. And don't forget to check out the many festivals and events throughout the year, like the Chicago Blues Festival and the Taste of Chicago.
  • What are the best bed and breakfasts with a jacuzzi in Chicago, IL?

  • Which hiking trails are recommended for exploring in and around Chicago, IL?

    While Chicago isn't known for its mountains, there are some great hiking trails nearby. The Palos Preserves, about 40km southwest of the city, offer miles of wooded trails for all levels of hikers. For a more urban experience, try the 606, a former railway line transformed into a scenic walking and biking path.
  • What are the best bed and breakfasts for families and kids in Chicago, IL?

    The best B&Bs for families and kids in Chicago, IL are Artist Loft - Very Unique, The Greenleaf House and Luxe Stay - King Bedroom With Glass Fireplace.

  • What amenities are commonly offered in bed and breakfasts in Chicago, IL?

    Bed and breakfasts in Chicago typically offer a range of amenities, including a hearty breakfast, comfortable rooms with private bathrooms, and a friendly atmosphere. Many also provide amenities like Wi-Fi, parking, and laundry facilities.
  • What are the best pet friendly bed and breakfasts in Chicago, IL?

  • What are the best bed and breakfasts with parking in Chicago, IL?

Popular destinations

Best Chicago, IL bed and breakfasts with breakfast included

The Publishing House Bed And Breakfast - Chicago, IL
9.7 245 reviews

The Publishing House Bed And Breakfast

B&B, Chicago
The Publishing House Bed and Breakfast is located in Chicago, just a short walk from the United Center and Union Station, with Willis Tower and CIBC Theatre also within easy reach. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The inn features a single bedroom and bathroom, offering a comfortable and intimate stay. Guests can enjoy a range of amenities, including a restaurant, bar, fitness centre, and parking, as well as free Wi-Fi and a shared lounge area.
The Polo Inn Bridgeport U.s.a. - Chicago, IL
9.3 46 reviews

The Polo Inn Bridgeport U.s.a.

B&B, Chicago
Bridgeport Bed and Breakfast is situated just six miles south of Chicago's city centre, close to the White Sox stadium and McCormick Place, making it ideal for both sports fans and business travellers. This guesthouse consistently receives excellent reviews for its cleanliness, location, and overall experience.
Each suite features a full-size fridge, flat-screen TV, and fingerprint security locks, providing a comfortable and secure stay. Guests can enjoy a complimentary breakfast at the on-site restaurant, Polo Café, and benefit from free shuttle service to McCormick Place and nearby train stations, as well as free parking.
The Publishing House B&b - Chicago, IL
No reviews

The Publishing House B&b

B&B, Chicago
B&B. Your accommodation will be located in Chicago.
Wicker Park Inn - Chicago, IL
9.3 543 reviews

Wicker Park Inn

B&B, Chicago
The Wicker Park Inn is situated in the trendy Wicker Park neighbourhood, just 2.5 kilometres from DePaul University and Lincoln Park Zoo, offering easy access to both attractions and the Blue Line station. The inn has received excellent ratings for its location, cleanliness and overall experience.
The Wicker Park Inn offers comfortable rooms with luxury bedding and amenities, including a shared kitchen with a fridge, freezer, microwave, and dishwasher. Guests can enjoy a free continental breakfast, a terrace or balcony, a garden, a spa, concierge service, room service, and parking, all within a charming neighbourhood with a diverse range of shops, restaurants, and art galleries.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with a garden

Gorgeous, Cozy 1-bedroom Suite In Andersonville - Chicago, IL
9.9 417 reviews

Gorgeous, Cozy 1-bedroom Suite In Andersonville

B&B, Chicago
This Chicago private suite is situated in Andersonville, approximately 1.6 km from Lake Michigan and 8 km north of Chicago's city centre, close to Andersonville's shops and restaurants.
The self-contained apartment offers a kitchenette with microwave, fridge, and toaster, sleeps two guests, includes a private entrance and coded lock, and features a shared garden with seating.
The Greenleaf House - Chicago, IL
9.5 1051 reviews

The Greenleaf House

B&B, Chicago
The Greenleaf House is situated in Chicago's Illinois region, close to Loyola University Chicago and within easy reach of attractions like Wrigley Field and Lincoln Park Zoo. This guest house consistently receives excellent ratings for cleanliness, location and overall experience.
The Greenleaf House offers a range of amenities, including a garden, a tennis court and an indoor play area, making it ideal for families. Guests can enjoy free Wi-Fi, private parking, a kitchen with modern appliances and an outdoor fireplace.
Comfy Suite W/ Steam Shower Near Mccormick Place - Chicago, IL
9.8 81 reviews

Comfy Suite W/ Steam Shower Near Mccormick Place

B&B, Chicago
This studio apartment is situated in Chicago's historic Calumet-Giles-Prairie District, offering easy access to McCormick Place (1.9 km), Sox Park (1.3 km), Illinois Institute of Technology (800 m), and the city centre (4.8 km).
This ground-floor self-contained unit accommodates two guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, a smart TV, and a patio, with nearby attractions including Lake Michigan and Museum Campus.
Peaceful Portage Park Apartment - Chicago, IL
9.9 474 reviews

Peaceful Portage Park Apartment

B&B, Chicago
This Portage Park flat, ideally situated between O'Hare International Airport and Chicago's city centre, is approximately 2km from a park boasting playgrounds, tennis courts, and swimming pools.
The two-bedroom, one-bathroom apartment sleeps five, includes a kitchen with fridge, freezer, and microwave, plus a garden, parking, and Wi-Fi; family-friendly amenities such as a high chair and travel cot are available.

Search B&Bs with Free Parking in Chicago, IL

Free on-site parking at these B&Bs in Chicago, IL lets you focus on the city centre from the moment you arrive.

Caesar's Lair - Chicago, IL
10 8 reviews

Caesar's Lair

B&B, Chicago
A 2 Br Bronzeville Getaway - Chicago, IL
9.0 2 reviews

A 2 Br Bronzeville Getaway

B&B, Chicago
Patio + Firepit  Park Free  Near Train & Dogs Ok - Chicago, IL
No reviews

Patio + Firepit Park Free Near Train & Dogs Ok

B&B, Chicago
Lyons' Suite - Chicago, IL
9.0 6 reviews

Lyons' Suite

B&B, Chicago

Handpicked Luxury Bed and Breakfasts in Chicago, IL

A top-tier luxury B&B in Chicago, IL provides exquisite rooms and a central location that serves as the perfect base for your visit.

4 Standard Double Rooms | 2 Double Beds | Pool - Chicago, IL
No reviews

4 Standard Double Rooms | 2 Double Beds | Pool

B&B, Chicago

Top-Rated Pet-Friendly Bed and Breakfasts in Chicago, IL

Choosing a dog-friendly B&B in Chicago, IL makes all the difference to your trip, and there are plenty of high-quality options where your four-legged friend is just as welcome as you are.

Look No More! Pets Allowed, Near The Marina - Chicago, IL
No reviews

Look No More! Pets Allowed, Near The Marina

B&B, Chicago
Beautiful Luxury Family House 20 Mins  Downtown - Chicago, IL
No reviews

Beautiful Luxury Family House 20 Mins Downtown

B&B, Hillside
Elegance And Comfort In Gold Coast Neighborhood - Chicago, IL
9.6 51 reviews

Elegance And Comfort In Gold Coast Neighborhood

B&B, Chicago
Extended Stays In Our Ideal 2 Units In Mag Mile - Chicago, IL
8.7 21 reviews

Extended Stays In Our Ideal 2 Units In Mag Mile

B&B, Chicago

Find the Best Bed and Breakfasts with a Pool in Chicago, IL

A B&B in Chicago, IL with a swimming pool means a proper swim in the heart of the city is always an option.

2 Units | Close To Wrigley Field | Pool - Chicago, IL
No reviews

2 Units | Close To Wrigley Field | Pool

B&B, Chicago
Suite 509 | Stay One Chicago - Chicago, IL
10 6 reviews

Suite 509 | Stay One Chicago

B&B, Chicago
Music Hot Spots Main Level - Chicago, IL
9.4 46 reviews

Music Hot Spots Main Level

B&B, Berwyn
Close To Ohare Airport + Free Breakfast & Shuttle - Chicago, IL
9.6 49 reviews

Close To Ohare Airport + Free Breakfast & Shuttle

B&B, Rosemont

Guest-Favourite Bed and Breakfasts with a Hot Tub in Chicago, IL

Unwinding in a bed and breakfast with a hot tub after a busy day in Chicago, IL changes the whole atmosphere of your stay.

2 Modern Units | Near River North Attractions - Chicago, IL
No reviews

2 Modern Units | Near River North Attractions

B&B, Chicago
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