Bed and Breakfast in Chicago, IL

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

Best Chicago, IL bed and breakfasts with breakfast included

The Polo Inn Bridgeport U.s.a. - Chicago, IL
9.2 47 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.
Dorothy's - Chicago, IL
No reviews

Dorothy's

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.
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.
Dorothy's - Chicago, IL
8.2 2 reviews

Dorothy's

B&B, Chicago
This Chicago guest house is located in a district known for its excellent services and high-end amenities, offering a memorable guest experience.
This 50 square meter bed and breakfast provides complimentary Wi-Fi, air conditioning in some rooms, a communal kitchen with a fridge, microwave, and dishwasher, and a daily complimentary breakfast.

Best Chicago, IL bed and breakfasts with a garden

Caesar's Lair - Chicago, IL
10 8 reviews

Caesar's Lair

B&B, Chicago
Caesar's Lair B&B, a private first-floor suite within a larger villa in Chicago, offers a luxurious stay.
This Chicago guesthouse features a queen-size bed, wet bar, 50-inch flat-screen TV, Sub-Zero refrigerator stocked with Italian provisions, and 24-hour access to cannoli and Italian ice, accommodating two guests and including a panini maker and well-stocked pantry for light meals.
2 Bedroom Apartment By O'hare/cta/i90 Free Parking - Chicago, IL
9.8 434 reviews

2 Bedroom Apartment By O'hare/cta/i90 Free Parking

B&B, Chicago
This Chicago apartment rental near O'Hare International Airport and Rosemont offers easy access to I-90 and the CTA, placing you approximately 8 km from the airport and 7 km from Rosemont, with a 30-minute commute to central Chicago and Wrigley Field.
The self-contained ground-floor flat boasts a spacious open-plan living, kitchen, and dining area, sleeping up to seven guests in one queen bed, four twin beds, and one air bed, and includes a full kitchen, laundry facilities, free on-street parking, and fast Wi-Fi.
️Whole Private Floor W/2 Queen Beds⭐free Parking - Chicago, IL
9.4 373 reviews

️Whole Private Floor W/2 Queen Beds⭐free Parking

B&B, Chicago
This two-bedroom flat is situated in a safe neighbourhood just 8 kilometres from Chicago city centre and 16 kilometres from O'Hare International Airport.
The self-catering property offers free on-street parking, a fully equipped kitchen, and a private entrance, ideal for families or groups of up to four people.
Victorian Gem In Heart Of Flw District/2nd Floor - Chicago, IL
9.8 224 reviews

Victorian Gem In Heart Of Flw District/2nd Floor

B&B, Oak Park
This Oak Park guesthouse is situated in the Frank Lloyd Wright district, within walking distance of the ‘L’ train, Metra station, and Oak Park's shops and restaurants.
The spacious two-room suite, offering a private entrance, walk-in closet, marble shower, and in-house laundry facilities, comfortably accommodates two guests.

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'll want to hit the highlights. Start with the iconic Willis Tower, formerly known as the Sears Tower, for panoramic views of the city. Then head to Millennium Park, where you can see the Cloud Gate sculpture, affectionately known as 'The Bean', and enjoy the Crown Fountain. A stroll down Michigan Avenue, known as the Magnificent Mile, is a must for some window shopping and people watching.
  • 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 the Lincoln Park, Lakeview, or Wicker Park neighbourhoods. These areas offer a mix of residential streets, green spaces, and easy access to public transport, making them ideal for exploring the city.
  • What are the best bed and breakfasts with a pool in Chicago, IL?

  • What is the typical weather in Chicago, IL, and how does it affect outdoor plans?

    Chicago weather can be unpredictable, with hot, humid summers and cold, snowy winters. Spring and autumn are generally mild, but can have sudden changes. Pack layers and be prepared for anything! It's worth checking the forecast before planning outdoor activities.
  • What are the best bed and breakfasts with a jacuzzi in Chicago, IL?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Chicago, IL?

    For solo travellers staying in a bed and breakfast, there are plenty of options. Check out the restaurants in the surrounding neighbourhood, such as the cozy cafes in Lincoln Park or the trendy eateries in Wicker Park. Many offer a relaxed atmosphere and are perfect for a solo meal.
  • 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 are the best cultural activities and events in and around Chicago, IL?

    Chicago is a cultural hub. The Art Institute of Chicago houses an impressive collection of art, including works by Monet and Van Gogh. The Field Museum is a must-see for its dinosaur exhibits. And for live music, check out the schedule at the Chicago Symphony Orchestra or the Lyric Opera of Chicago.
  • What are the best pet friendly bed and breakfasts in Chicago, IL?

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

    While Chicago is known for its urban landscape, there are some great hiking spots nearby. The Palos Preserves, about 40 km southwest of the city, offer miles of trails through forests and prairies. Closer to the city, the Lakefront Trail along Lake Michigan provides a scenic route for walking or cycling.
  • What are the best bed and breakfasts with parking in Chicago, IL?

  • 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, and often a shared living space. Some may also have additional features like a garden, patio, or even a hot tub. It's always best to check the specific amenities offered by each bed and breakfast before booking.

Popular destinations

Best Chicago, IL bed and breakfasts with parking

Lincoln Square Modern 2 Bed 2 Bath - Chicago, IL
9.9 237 reviews

Lincoln Square Modern 2 Bed 2 Bath

B&B, Chicago
This Chicago garden flat is situated in a neighbourhood near Wrigleyville, a four-block walk from the 'L' and Metra trains, and 2.7 kilometres from Wrigley Field.
The two-bedroom, two-bathroom apartment sleeps four, boasting a modern open-plan layout with en-suite marble bathrooms, a fully equipped kitchen including a dishwasher and in-unit laundry, and a private entrance; a portable cot is available.
Loft Style Private Apt (1 Room- 420 Friendly) - Chicago, IL
9.7 1043 reviews

Loft Style Private Apt (1 Room- 420 Friendly)

B&B, Chicago
This charming bed and breakfast is situated in a residential area close to Loyola University, just a short walk from the Red Line, beaches, shops, and restaurants. It has received excellent ratings for its cleanliness, location, and overall experience.
The guest house features a shared living room and kitchen, ideal for socialising with fellow guests. It can accommodate up to two people and offers a range of amenities including free Wi-Fi, a fully equipped kitchen, and air conditioning.
Romans Guest Suite - Chicago, IL
10 5 reviews

Romans Guest Suite

B&B, Northlake
This Melrose Park bed and breakfast is conveniently situated just 8 kilometres from O'Hare International Airport, offering easy access for travellers and a short drive to the Allstate Arena and numerous shopping centres.
The spacious suite accommodates up to four guests, featuring a private entrance, a separate bedroom, bathroom, living area with a sleeper sofa, and a cosy seating area, all equipped with air conditioning and internet.
Bnb On Grace Street - Modern 2-bedroom Guest Suite - Chicago, IL
9.9 235 reviews

Bnb On Grace Street - Modern 2-bedroom Guest Suite

B&B, Chicago
This Old Irving Park guesthouse is conveniently located two blocks from the Blue Line 'L' train and Interstate 90, offering easy access to Chicago's city centre and O'Hare International Airport.
The recently renovated two-bedroom suite, sleeping up to five guests, includes a kitchenette with a fridge, freezer, microwave, portable induction stove and electric griddle, a Roku Smart TV, dedicated parking, and a private patio; a Tesla EV charger is also available.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

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

Little Cozy Garden Unit In Quiet Neighborhood

B&B, Chicago
This Chicago garden flat offers convenient access to public transport, a 3-minute walk from a bus route to the CTA Blue Line, and is situated near Target, Mariano's, and Starbucks, with O'Hare International Airport a 16km drive and the city centre 32km away.
The self-catering apartment sleeps four, featuring a queen bed, sofa bed, and air mattress, a fully equipped kitchen with fridge, freezer, and microwave, plus a smart TV with Netflix and YouTube, free parking, and pet-friendly accommodation.
1 King Bed | La Quinta Ohare | Free Breakfast - Chicago, IL
9.0 90 reviews

1 King Bed | La Quinta Ohare | Free Breakfast

B&B, Rosemont
This Rosemont guest house is located a mere 800 meters from O’Hare International Airport, offering convenient access to downtown Chicago and the Allstate Arena.
This pet-friendly establishment provides one bedroom and one bathroom for up to two guests, featuring air conditioning, complimentary Wi-Fi, a fitness centre, and a daily Bright Side Breakfast®.
Logan Square Hotel Room 201 - Chicago, IL
10 4 reviews

Logan Square Hotel Room 201

B&B, Chicago
This Logan Square guesthouse is conveniently located near the Blue Line, providing easy access to O'Hare International Airport and Chicago's city centre.
The single-bedroom, en-suite room offers a full-size bed, mini-fridge, microwave, smart TV, workspace, and access to on-site laundry facilities; guests can also enjoy the nearby cafes, bars, and restaurants of Logan Square.
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