Bed and Breakfast in Chicago, IL

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

Best Chicago, IL bed and breakfasts with breakfast included

Dorothy's - Chicago, IL
8.6 130 reviews
Chicago, IL
21/09 – 25/09
£92/nighttotal: £368 (4 )

Dorothy's

1 2
B&B , Chicago
This Lakeview guesthouse is conveniently located less than 1.3km from Lake Michigan, a short walk from Wrigley Field and Briar Street Theatre, and close to the Addison and Belmont Red Line stations.
Offering free continental breakfast, Wi-Fi, and shared kitchen facilities including a fridge, freezer and microwave, this pet-friendly Chicago B&B provides housekeeping services on request and boasts a smoke-free environment.
The Polo Inn Bridgeport U.s.a. - Chicago, IL
9.2 49 reviews
Chicago, IL
05/07 – 06/07
£543/nightfor 1 night

The Polo Inn Bridgeport U.s.a.

5 3
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.
Villa D' Citta - Chicago, IL
9.3 192 reviews
Chicago, IL
02/08 – 03/08
£413/nightfor 1 night

Villa D' Citta

1 2
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
09/09 – 14/09
£675/nighttotal: £3375 (5 )

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

Close To Dt And Mdw, Walk To Subway, Free Parking - Chicago, IL
9.6 54 reviews
Chicago, IL
30/06 – 01/10
£83/nighttotal: £7719 (93 )

Close To Dt And Mdw, Walk To Subway, Free Parking

1 1
B&B , Chicago
This Chicago apartment, situated in the Archer Heights neighbourhood, is a 1.6km walk from the Orange Line subway station (35th/Archer) offering easy access to the city centre and attractions such as Chinatown and McKinley Park.
The self-contained two-bedroom, one-bathroom flat sleeps four, includes a fully equipped kitchen with a large fridge and microwave, free Wi-Fi, a 50-inch smart TV, central heating and air conditioning, plus free street parking and shared laundry facilities (small fee applies).
Entire Upstairs In Arts And Crafts Oak Park Home - Chicago, IL
9.8 523 reviews
Chicago, IL
12/09 – 14/09
£122/nighttotal: £244 (2 )

Entire Upstairs In Arts And Crafts Oak Park Home

1 2
B&B , Oak Park
This charming property is situated in a friendly Oak Park neighbourhood, just a short walk from the CTA Blue Line and close to local amenities like coffee shops, restaurants, and parks. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The home has two bedrooms, a futon, and a shared living area, comfortably accommodating up to four guests. Guests can enjoy a private backyard, free on-street parking, and a kitchen with a fridge, microwave, coffee maker, and kettle, perfect for preparing light meals and snacks.
Logan Square Coach House - Chicago, IL
9.2 29 reviews
Chicago, IL
24/08 – 28/08
£207/nighttotal: £828 (4 )

Logan Square Coach House

1 3
B&B , Chicago
Logan Square Coach House is a charming bed and breakfast located in the Logan Square neighbourhood of Chicago, just 5.1 kilometres from Lincoln Park Zoo and 5.3 kilometres from Wrigley Field. The B&B has consistently received very good ratings for cleanliness, location, and overall user experience.
The property has a floor area of 84 square metres and can comfortably accommodate up to 4 guests in one bedroom and one bathroom. Guests can enjoy a private patio, a terrace, a garden, a fully equipped kitchen, and free Wi-Fi throughout the property.
A Secluded Bedroom With A Private Full Bathroom - Chicago, IL
9.1 20 reviews
Chicago, IL
04/07 – 07/07
£118/nighttotal: £354 (3 )

A Secluded Bedroom With A Private Full Bathroom

1 1
B&B , Chicago
This Chicago guesthouse is situated in a residential area near 57th Street Beach, approximately 2.4 kilometres from the Museum of Science and Industry.
The 37-square-metre self-catering unit features one bedroom, one bathroom, and accommodates two guests, offering free Wi-Fi, luggage storage, a private garden, and air conditioning.

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.

Mccormick Suites By Slumber Stay | 2br - Chicago, IL
10 3 reviews
Chicago, IL
03/07 – 05/07
£341/nighttotal: £682 (2 )

Mccormick Suites By Slumber Stay | 2br

1 4
B&B , Chicago
This luxury 2-bedroom flat in Chicago's South Loop is situated a mere 800 metres from McCormick Place, offering convenient access to downtown attractions and the lakefront.
This modern accommodation provides sleeping arrangements for up to six guests, featuring a fully equipped kitchen, WiFi, in-building laundry, and access to a fitness centre and communal patio with a fire pit and BBQ area, with optional secured garage parking available for £24 per day.
Chateau De Woodlawn - Room I - La Tour Eiffel - Chicago, IL
9.1 16 reviews
Chicago, IL
20/08 – 23/08
£67/nighttotal: £201 (3 )

Chateau De Woodlawn - Room I - La Tour Eiffel

1 2
B&B , Chicago
Chateau de Woodlawn, a family-friendly guesthouse in Chicago, is conveniently located approximately 5 kilometres from the Museum of Science and Industry and 8.5 kilometres from Guaranteed Rate Field.
This Chicago B&B offers a 15-square-metre room with one bedroom, one bathroom, accommodating up to three guests, and features free Wi-Fi, private parking, a shared kitchen, terrace access, and concierge services.
The Greenleaf House - Chicago, IL
9.4 1068 reviews
Chicago, IL
22/06 – 25/06
£291/nighttotal: £873 (3 )

The Greenleaf House

4 7
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.
The Sono Chicago - Chicago, IL
9.7 857 reviews
Chicago, IL
26/07 – 28/07
£259/nighttotal: £518 (2 )

The Sono Chicago

1 2
B&B , Chicago
The Sono Chicago guesthouse is located in the Old Town neighbourhood, just a short distance from Lincoln Park Zoo and the Magnificent Mile. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation features a comfortable bedroom with a private bathroom and a flat-screen TV. Guests can enjoy a complimentary continental breakfast each morning and benefit from free parking, a valuable perk in Chicago.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

Cozy 1br + Futon • Deck • Laundry • Private Entry - Chicago, IL
9.8 143 reviews
Chicago, IL
18/07 – 20/07
£135/nighttotal: £270 (2 )

Cozy 1br + Futon • Deck • Laundry • Private Entry

1 2
B&B , Chicago
This Chicago apartment, a lower-ground floor flat with a private entrance, is situated approximately 1.6km from the 35th Street Orange Line station and 0.4km from the Archer bus route, providing easy access to the city centre.
The self-contained unit sleeps four, featuring a queen bed and a double futon, a fully equipped kitchen with in-unit laundry facilities, and a private backyard with deck, grill, and picnic bench; free on-street parking is also available.
Modern Studio, Cozy Vibes In Vibrant Logan Square! - Chicago, IL
10 11 reviews
Chicago, IL
09/07 – 13/07
£114/nighttotal: £456 (4 )

Modern Studio, Cozy Vibes In Vibrant Logan Square!

1 2
B&B , Chicago
This garden-level studio is situated in Chicago's Logan Square district, a mere 100 metres from public transport links and 200 metres from the 606 elevated park.
This accommodation for two guests offers a cosy bed nook with a queen-size bed, a luxurious steam shower, heated floors, and a kitchenette, all within a short walk of the YMCA's swimming pool.
Cozy Upstairs Space With Two Bedrooms 1 Bathroom - Chicago, IL
9.2 89 reviews
Chicago, IL
19/09 – 21/09
£128/nighttotal: £256 (2 )

Cozy Upstairs Space With Two Bedrooms 1 Bathroom

1 2
B&B , Chicago
This comfortable apartment is located in a quiet neighbourhood, just a 3 km walk from the metro station which takes 20 to 30 minutes to reach downtown Chicago. The accommodation has received very good user ratings, with excellent scores for location and cleanliness.
The apartment is located on the top floor of the house, offering a private and spacious area for up to 4 guests. It has air conditioning, parking, a kitchen with a microwave, and free Wi-Fi.
Private Inn And Event Space - Chicago, IL
10 2 reviews
Chicago, IL
24/07 – 26/07
£4477/nighttotal: £8954 (2 )

Private Inn And Event Space

1 14
B&B , Chicago
The Ruby Room, a boutique guesthouse in Chicago's Wicker Park neighbourhood, offers eight king rooms and is conveniently located near Wicker Park's restaurants and bars; proximity to other Chicago attractions requires further research to determine precise distances.
This Chicago inn boasts ten bathrooms, accommodating up to sixteen guests, and features a private garden, stylish event spaces, and luxurious marble bathrooms; note the absence of televisions in each of the uniquely designed rooms.
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