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.

River North Stay | 1 Unit | Near Chicago Loop - Chicago, IL
8.7 62 reviews

River North Stay | 1 Unit | Near Chicago Loop

B&B, Chicago
This Bed and Breakfast is located near Chicago's River North, offering convenient access to the Magnificent Mile and Navy Pier, approximately 1 kilometre away.
This accommodation provides a 355 sq ft room with a 50-inch TV, complimentary toiletries, air conditioning, internet access, daily cleaning, a fitness centre, and a shared indoor heated pool, with on-site paid parking for £39 per day and a guest capacity of two.
Sports Illustrated Resorts Chicago Studio King - Chicago, IL
9.1 58 reviews

Sports Illustrated Resorts Chicago Studio King

B&B, Chicago
This guest house offers signature chambers and suites within Chicago's Art Deco and modern skyscraper skyline, providing a prime city location.
Guests can enjoy rooms measuring 26-33 square metres with a king bed, coffee maker, mini refrigerator, and walk-in shower, alongside an on-site fitness room, a coffee shop, and 24/7 parking.
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
This Chicago guesthouse is ideally located on the Magnificent Mile, within easy walking distance of attractions such as the Art Institute of Chicago and Lake Michigan.
Offering two Deluxe Double Queen City View rooms, each spanning 39 square metres, this pet-friendly lodging sleeps up to eight guests and features a 24/7 gym and business centre.
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).

Best Chicago, IL bed and breakfasts with air conditioning

Private 2-bedroom 1.5 Bath W/ Living Room - Chicago, IL
9.8 120 reviews

Private 2-bedroom 1.5 Bath W/ Living Room

B&B, Chicago
This Hyde Park apartment, near the University of Chicago campus, offers easy access to museums and cultural attractions.
The two-bedroom, one-and-a-half-bathroom flat sleeps four, features a children's bedroom, and includes amenities such as a full refrigerator, microwave, Keurig coffee maker, two large TVs (one with Chromecast, the other with cable and Blu-ray), and a Google Mini; parking is also available.
Cozy Suite - Chicago, IL
9.8 188 reviews

Cozy Suite

B&B, Oak Park
This charming bed and breakfast is located in a peaceful neighbourhood in Oak Park, just a short walk from restaurants, bars, and shops, and within easy reach of the Green and Blue lines for exploring Chicago. The property has received excellent ratings for cleanliness, location, and overall experience.
The guest house offers a spacious private room with a kitchen, deck, and gym, perfect for a single traveller. Guests can enjoy a comfortable and private stay with access to a range of amenities, including a well-equipped kitchen, a relaxing deck, and a fitness centre.
Super 8 Chicago - Chicago, IL
No reviews

Super 8 Chicago

B&B, Chicago
This B&B is situated 16 kilometres from Chicago's city centre, offering convenient access to Marion Mahoney Griffin Beach, Loyola Beach, and the Emil Bach House.
Guests can enjoy complimentary Wi-Fi, on-site parking, and elevator access, with rooms featuring a shower and television.
Amazing Place To Stay Near Downtown Chicago! - Chicago, IL
9.2 7 reviews

Amazing Place To Stay Near Downtown Chicago!

B&B, Chicago
This Chicago guesthouse is conveniently located near the city centre, approximately 8 kilometres from Midway International Airport.
The self-catering unit offers one bedroom, one bathroom, free Wi-Fi, air conditioning, and free on-site parking; guests can prepare meals using the fridge and microwave.

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

Villa D' Citta - Chicago, IL
9.3 234 reviews

Villa D' Citta

B&B, Chicago
This charming bed and breakfast is situated in the heart of Chicago's Lincoln Park, a short walk from the zoo and just a few miles from the Magnificent Mile. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The guest rooms are beautifully decorated with an Italian-inspired theme and offer views of the neighbourhood. Guests can enjoy a range of amenities including a private grotto and garden with BBQ facilities, a hot tub, a gourmet kitchen and daily continental breakfast, plus a hot breakfast on weekends.
Arlo Chicago - Chicago, IL
9.1 5461 reviews

Arlo Chicago

hotel, Chicago
The Arlo Chicago hotel is in the Loop district, a short walk (less than 1 km) from Millennium Park and Cloud Gate, with easy access to the Art Institute of Chicago and the Shops at Northbridge.
This 4-star establishment offers 1-bedroom suites with amenities including a fitness centre, restaurant, and bar; a daily resort fee covers Wi-Fi and breakfast.
Cambria Hotel Chicago Loop - Theatre District - Chicago, IL
8.8 4353 reviews

Cambria Hotel Chicago Loop - Theatre District

hotel, Chicago
The Cambria Hotel Chicago Loop/Theatre District is a 4-star hotel located in the heart of the Chicago Loop Theatre District, just a short walk from State Street and five blocks from Millennium Park. The hotel enjoys a very good user rating, making it a popular choice for travellers.
The hotel is housed in the historic Oriental Theatre building, giving it a unique character and a touch of old-world charm. Guests can enjoy a range of amenities, including a fitness centre, a games room, and a restaurant and bar serving local craft beer and fresh, local cuisine.
Ray's Bucktown Bed And Breakfast - Chicago, IL
9.7 704 reviews

Ray's Bucktown Bed And Breakfast

B&B, Chicago
Ray's Bucktown Bed and Breakfast is located in the Bucktown neighbourhood of Chicago, just a short distance from the Congress Theater, DePaul University, Wrigley Field, and Lincoln Park Zoo. The B&B has excellent user, location, and cleanliness ratings.
Each room in the guesthouse has hardwood floors and a flat-screen TV, while some rooms also have a spa bath. Guests can enjoy a delicious breakfast delivered to their room, relax in the communal areas, or unwind in the sauna after a day exploring the city.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with a garden

The Vanderpool House - Chicago, IL
9.9 155 reviews

The Vanderpool House

B&B, Chicago
This Chicago bungalow, situated two blocks from a major transit hub providing easy access to the city centre, O'Hare International Airport, and the north-western suburbs, offers a convenient base for exploring the city.
The self-contained property comprises one bedroom, one bathroom, and can sleep four guests using a queen-size bed, sofa bed and air mattress; amenities include a kitchen with fridge and microwave, private patio, free on-site parking, and is located near theatres, restaurants and art museums.
House 5863- Chicago's Premier Bed And Breakfast - Chicago, IL
9.2 637 reviews

House 5863- Chicago's Premier Bed And Breakfast

B&B, Chicago
Chicago's Premier Bed and Breakfast is situated in the Andersonville neighbourhood, just a short distance from Wrigley Field, Lincoln Park Zoo, and DePaul University. The property consistently receives excellent reviews for its location, cleanliness, and overall experience.
The guesthouse offers a range of modern amenities including a shared kitchen, a terrace, and a garden. Guests can enjoy a continental breakfast, relax in the lounge, or make use of the barbecue facilities.
Magnolia Studios - Chicago, IL
9.8 436 reviews

Magnolia Studios

B&B, Chicago
Magnolia Studios is a bed and breakfast located in Chicago's Rogers Park neighbourhood, a short walk from Foster Beach and a mile from Loyola University Chicago, offering a peaceful escape from the city's bustle. The guest house consistently receives excellent ratings for its cleanliness, location, and overall experience.
Each studio apartment is 28 square metres and comes with a comfortable bedroom and bathroom. Guests can enjoy the use of a fully equipped kitchen, a terrace, a garden, a spa, a tennis court, and free parking, all within the grounds of this attractive property.
Gorgeous, Cozy 1-bedroom Suite In Andersonville - Chicago, IL
9.9 410 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.

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.

Hyde Park Modern Private Room - Near Univ Of Chicago - Chicago, IL
9.5 467 reviews

Hyde Park Modern Private Room - Near Univ Of Chicago

B&B, Chicago
Cozy Place In The Old Irving Park Area - Chicago, IL
9.7 118 reviews

Cozy Place In The Old Irving Park Area

B&B, Chicago
A Hidden Gem, Approx 15 Mins To Downtown Chicago! - Chicago, IL
8.8 40 reviews

A Hidden Gem, Approx 15 Mins To Downtown Chicago!

B&B, Chicago
Chateau De Woodlawn - Room I - La Tour Eiffel - Chicago, IL
8.9 18 reviews

Chateau De Woodlawn - Room I - La Tour Eiffel

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.

Three Cozy Units Near Riverwalk! Indoor Pool! - Chicago, IL
10 1 review

Three Cozy Units Near Riverwalk! Indoor 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.

The Greenleaf House - Chicago, IL
9.5 1056 reviews

The Greenleaf House

B&B, Chicago
Blue Room In Dorothy's Bnb - Chicago, IL
9.3 16 reviews

Blue Room In Dorothy's Bnb

B&B, Chicago
Little Cozy Garden Unit In Quiet Neighborhood - Chicago, IL
9.7 99 reviews

Little Cozy Garden Unit In Quiet Neighborhood

B&B, Chicago
Live Local Private Sanctuary; 1 Br/wfh/pvt Entr. - Chicago, IL
9.8 70 reviews

Live Local Private Sanctuary; 1 Br/wfh/pvt Entr.

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.

Triple The Comfort! Walk To Navy Pier, Indoor Pool - Chicago, IL
8.7 6 reviews

Triple The Comfort! Walk To Navy Pier, Indoor Pool

B&B, Chicago
Near Ohare Airport + Breakfast. Shuttle. Pool. - Chicago, IL
9.8 472 reviews

Near Ohare Airport + Breakfast. Shuttle. Pool.

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

Close To Ohare Airport + Free Breakfast & Shuttle

B&B, Rosemont
Better Choice For Your Vacation! Indoor Pool! - Chicago, IL
9.2 102 reviews

Better Choice For Your Vacation! Indoor Pool!

B&B, Chicago

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.

Chateau De Woodlawn - Room Ii - Le Parisienne - Chicago, IL
No reviews

Chateau De Woodlawn - Room Ii - Le Parisienne

B&B, Chicago
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