Bed and Breakfast in Chicago, IL

528 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Chicago, IL bed and breakfast
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

528 Bed and Breakfasts and Inn in Chicago, IL

Best Chicago, IL bed and breakfasts with breakfast included

House 5863- Chicago's Premier Bed And Breakfast - Chicago, IL
9.2 631 reviews
Chicago, IL
17/09 – 21/09
£476/nighttotal: £1904 (4 )

House 5863- Chicago's Premier Bed And Breakfast

2 4
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.
Ray's Bucktown Bed And Breakfast - Chicago, IL
9.7 703 reviews
Chicago, IL
09/07 – 16/07
£236/nighttotal: £1652 (7 )

Ray's Bucktown Bed And Breakfast

1 3
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.
Villa D' Citta - Chicago, IL
9.3 192 reviews
Chicago, IL
17/09 – 21/09
£503/nighttotal: £2012 (4 )

Villa D' Citta

1 4
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.
Wicker Park Inn - Chicago, IL
9.3 526 reviews
Chicago, IL
06/08 – 10/08
£684/nighttotal: £2736 (4 )

Wicker Park Inn

2 3
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.

Best Chicago, IL bed and breakfasts with a garden

Private Flat With Bedroom, Bath And Kitchenette - Chicago, IL
9.6 51 reviews
Chicago, IL
02/08 – 09/08
£110/nighttotal: £770 (7 )

Private Flat With Bedroom, Bath And Kitchenette

1 3
B&B , Evanston
This Evanston private flat, south of the city centre, offers convenient access to Northwestern University and Chicago, situated within easy reach of public transport.
The two-bedroom, one-bathroom apartment sleeps five, features a kitchen with fridge, microwave, and dishwasher, plus air conditioning, parking, and a barbecue, and babysitting services are available at an extra cost.
Wrigleyville Inn - Chicago, IL
Chicago, IL
28/09 – 07/10
£310/nighttotal: £2790 (9 )

Wrigleyville Inn

1 2
B&B , Chicago
The Wrigleyville Inn is located in Chicago's Wrigleyville neighbourhood, just 8 kilometres from the city centre, close to the famous Wrigley Field and its lively atmosphere, especially during Cubs games.
The inn offers a comfortable and affordable stay for up to two guests, and includes a kitchen with a microwave oven and dishwasher, a terrace or balcony, a garden, and free parking. Guests can enjoy free Wi-Fi, laundry services, and weekly housekeeping, as well as enhanced cleaning and safety measures.
Cozy Albany Park Garden Unit - Chicago, IL
9.7 172 reviews
Chicago, IL
17/09 – 19/09
£176/nighttotal: £352 (2 )

Cozy Albany Park Garden Unit

1 2
B&B , Chicago
This Albany Park garden flat is conveniently located near Kimball train station, offering easy access to O'Hare International Airport, Chicago city centre, and Wrigley Field, all within a 24-32 km radius.
This self-contained apartment sleeps six guests across two bedrooms and one bathroom, featuring a fully equipped kitchenette, in-unit laundry, keyless entry, and a private garden with free on-street parking.
Private Suite In Lincoln Square - Chicago, IL
9.9 468 reviews
Chicago, IL
01/11 – 30/11
£64/nighttotal: £1856 (29 )

Private Suite In Lincoln Square

1 1
B&B , Chicago
This Chicago basement flat, conveniently located near a Brown Line CTA station providing easy access to the city centre, offers a private entrance and is close to local amenities.
The self-contained apartment sleeps four, boasting a queen-size bed, sofa bed, well-equipped kitchenette (including microwave and mini-oven), full bathroom, laundry facilities, backyard seating, and the use of two bicycles; note that two friendly Labrador dogs reside on the property.

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?

Destinations nearby

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.

A Hidden Gem, Approx 15 Mins To Downtown Chicago! - Chicago, IL
8.8 44 reviews
Chicago, IL
01/11 – 30/11
£70/nighttotal: £2030 (29 )

A Hidden Gem, Approx 15 Mins To Downtown Chicago!

1 1
B&B , Chicago
This charming bed and breakfast is situated in Chicago, just 11 kilometres from the city centre and 11.4 kilometres from Shops at Northbridge and 360 Chicago. It has received very good ratings for location, cleanliness and overall experience.
The property offers a single bedroom and bathroom, accommodating up to two guests. It features a fully equipped kitchen, a garden, a fitness centre, free parking and free Wi-Fi, providing everything you need for a comfortable and enjoyable stay.
Afrique Francaise De Woodlawn 1 - Chicago, IL
8.3 21 reviews
Chicago, IL
15/07 – 17/07
£75/nighttotal: £150 (2 )

Afrique Francaise De Woodlawn 1

1 2
B&B , Chicago
Afrique Francaise de Woodlawn 1, a guesthouse in Chicago's Woodlawn neighbourhood, is situated 4 km from the Museum of Science and Industry and 8.4 km from Guaranteed Rate Field, offering easy access to these attractions and a glimpse into the area's history.
This 100 square metre self-catering property features one bedroom, one bathroom, sleeps two guests, and includes a private garden, terrace, parking, and a shared kitchen.
Hyde Park/uc Newly Renovated Private Room #3 - Chicago, IL
9.6 444 reviews
Chicago, IL
12/08 – 19/08
£69/nighttotal: £483 (7 )

Hyde Park/uc Newly Renovated Private Room #3

1 1
house , Chicago
This charming bed and breakfast is situated in Chicago's Hyde Park neighbourhood, just 2.4 kilometres from Oakwood Beach and 4 kilometres from the Museum of Science and Industry. It boasts excellent ratings for cleanliness, location and overall experience.
The property features a fully equipped kitchen, a garden and parking. Guests can enjoy a peaceful retreat from the city, with easy access to local attractions and amenities.
Dorothy's - Chicago, IL
Chicago, IL
25/06 – 26/06
£154/nightfor 1 night

Dorothy's

1 1
B&B , Chicago
Dorothy's B&B in Chicago is situated 8km from the city centre, near the Ivy League Baseball Club, Our Lady of Mount Carmel Church, and Temple Sholom.
This pet-friendly guesthouse offers free Wi-Fi, on-site parking, and laundry services, providing a peaceful retreat with one bathroom in a quiet residential area.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

You Found It! 3 Relaxing Units, Pets Allowed! - Chicago, IL
Chicago, IL
13/09 – 14/09
£993/nightfor 1 night

You Found It! 3 Relaxing Units, Pets Allowed!

3 9
B&B , Chicago
This Chicago guesthouse enjoys a prime downtown location near the Chicago River, within walking distance of numerous bars and restaurants, and a few kilometres from Soldier Field, Wrigley Field, and the United Centre.
Offering three spacious rooms, each sleeping up to six guests with two queen beds and a sofa bed, this pet-friendly lodging boasts modern amenities including free Wi-Fi, a fitness centre, and on-site dining at Hoyt's American Tavern; valet parking is available.
Exemplary Wicker Park Manor Two Bed Guest Suite - Chicago, IL
10 153 reviews
Chicago, IL
24/09 – 27/09
£491/nighttotal: £1473 (3 )

Exemplary Wicker Park Manor Two Bed Guest Suite

1 6
B&B , Chicago
This Chicago guest house is situated in the Wicker Park/Bucktown historic district, conveniently located steps from the Damen Blue Line station offering easy access to the city.
The property, a renovated Victorian mansion dating from 1894, features a spacious family-friendly layout with three private bedrooms, each with a TV and Apple TV, a full kitchen, laundry facilities, and a master suite with a private balcony; parking is available.
Cozy Basement Studio (Galewood) Near Oak Park - Chicago, IL
10 125 reviews
Chicago, IL
10/07 – 12/07
£159/nighttotal: £318 (2 )

Cozy Basement Studio (Galewood) Near Oak Park

1 2
B&B , Chicago
This basement apartment is located in a peaceful neighbourhood just 3.2km from Oak Park, a charming town with a lively centre. The studio has received excellent ratings for cleanliness, location and user experience.
The studio is ideal for two guests and features a queen-size bed and a fold-out sofa. It includes essential amenities like a mini-fridge, a coffee machine and a shared laundry room, as well as thoughtful touches like earplugs for a peaceful stay.
Near O’hare | Free Breakfast + Shuttle & Kitchen - Chicago, IL
9.3 41 reviews
Chicago, IL
25/06 – 26/06
£248/nightfor 1 night

Near O’hare | Free Breakfast + Shuttle & Kitchen

2 5
B&B , Rosemont
This Rosemont guest house is conveniently located near O'Hare International Airport, offering easy access to corporate offices and attractions such as the Magnificent Mile and Navy Pier.
The Residence Inn boasts two-bedroom suites sleeping up to six guests, complete with a kitchenette (fridge, microwave, dishwasher), air conditioning, a swimming pool, fitness centre, and complimentary airport shuttle service.
©2026 cozycozy.com