Bed and Breakfast and Inn in Chicago, IL

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Chicago, IL B&B
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711 Bed and Breakfast and Inn in Chicago, IL

Best Chicago, IL bed and breakfasts with breakfast included

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.
Wicker Park Inn - Chicago, IL
9.3 540 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.
Cambria Hotel Chicago Loop - Theatre District - Chicago, IL
8.8 4430 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.
Dorothy's - Chicago, IL
8.3 318 reviews

Dorothy's

B&B, Chicago
This Chicago Lakeview apartment, a short 1.4km stroll from Wrigley Field and within 3km of Lincoln Park Zoo, offers convenient access to Chicago's attractions.
Sleeping up to 12 guests, this 111 square metre self-catering property boasts two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, and on-site parking.

Best Chicago, IL bed and breakfasts with a garden

Suite W/ 2 Queen Size Beds, Backyard, And Laundry - Chicago, IL
10 12 reviews

Suite W/ 2 Queen Size Beds, Backyard, And Laundry

B&B, Chicago
This Chicago apartment rental is conveniently located near the Blue Line, offering easy access to public transport and numerous restaurants and bars within a short walking distance.
The one-bedroom flat sleeps two guests, includes a queen-size bed with dual-firmness mattress, private backyard with horseshoe pits, and in-suite amenities such as a mini-fridge and microwave.
Suite With King Size Bed, Balcony, And Backyard - Chicago, IL
9.3 24 reviews

Suite With King Size Bed, Balcony, And Backyard

B&B, Chicago
This Chicago apartment, perfect for a couple, boasts a recently remodelled interior with a king-size bed, private balcony with grill, and access to a shared backyard with horseshoe pits; precise location within Chicago requires further clarification.
The one-bedroom, one-bathroom flat offers ample storage, air conditioning, internet access, parking, and allows pets.
Victorian Charm Private Guest Suite - Monthly Disc - Chicago, IL
10 155 reviews

Victorian Charm Private Guest Suite - Monthly Disc

B&B, La Grange
This Victorian-style guesthouse is located in La Grange, a short walk from the Metra train station, providing easy access to Chicago, just 17 minutes by train to Union Station. The B&B is situated in a charming area close to shops, restaurants and historic Victorian homes. The B&B has received excellent ratings for location, cleanliness and overall guest experience.
The guesthouse has a separate entrance, a private bathroom and a full-size bed, comfortably accommodating up to two guests. The property offers a range of amenities including a mini fridge, microwave, flat-screen TV, linens, housekeeping, off-street parking and a peaceful garden with a large front porch.
The Drake - Chic 2br Private Unit - Chicago, IL
9.7 154 reviews

The Drake - Chic 2br Private Unit

B&B, Chicago
This Irving Park garden flat offers convenient access to Chicago's public transport network, placing Wrigley Field approximately 2 kilometres away and Tony's Fresh Market nearby.
Sleeping four guests, this two-bedroom, one-bathroom property includes two queen-size beds, a convertible futon, a well-equipped kitchen, Roku and Smart TVs, and free on-street parking for one car; guests also benefit from a spacious garden and access to amenities such as board games and a dehumidifier.

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 with Millennium Park, where you can see Cloud Gate, also known as 'The Bean', and Crown Fountain. Head over to Navy Pier for a Ferris wheel ride and views of the lakefront. You can't miss the iconic Wrigley Field, home to the Chicago Cubs, even if you're not a baseball fan.
  • What are the best bed and breakfasts in Chicago, IL?

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

    Chicago has four distinct seasons. Summers are hot and humid, reaching around 27 degrees Celsius, while winters are cold and snowy, with temperatures averaging around -3 degrees Celsius. Spring and autumn are mild and pleasant. Check the forecast before making outdoor plans, especially during the shoulder seasons.
  • 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. Check out the Art Institute of Chicago for world-class art, catch a show at the Steppenwolf Theatre, or explore the Museum of Science and Industry. For a unique experience, visit the Field Museum, home to Sue the T-Rex. The city hosts numerous festivals throughout the year, including the Chicago Blues Festival and the Chicago Air and Water Show.
  • 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 itself is a city, there are great hiking trails within a short drive. The Palos Preserves in southwest Chicago offer over 100 km of trails, including the popular Sagawau Trail. For a shorter hike, try the 6 km Lakefront Trail, which runs along the lakefront from the north side to the south side.
  • What are the best bed and breakfasts for families and kids in Chicago, IL?

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

    Chicago bed and breakfasts typically offer a range of amenities, including private bathrooms, complimentary breakfast, free Wi-Fi, and sometimes even a shared lounge or garden area. Some may have parking available, but it's always best to check when booking.
  • 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 parking

The Sono Chicago - Chicago, IL
9.8 992 reviews

The Sono Chicago

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.
2 Bedroom Apartment By O'hare/cta/i90 Free Parking - Chicago, IL
9.8 440 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.
Villa D' Citta - Chicago, IL
9.3 195 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.
Eddy Street Upstairs Apartment - Chicago, IL
9.9 172 reviews

Eddy Street Upstairs Apartment

B&B, Chicago
This one-bedroom Chicago apartment is situated in the Portage Park neighbourhood, less than 16km from O'Hare International Airport and roughly 20km from the city centre.
The self-contained flat, sleeping up to three guests, offers a queen bed, a queen air mattress, free on-street parking, shared laundry facilities, and is conveniently located near Portage Park with its dog park and multiple bus routes; it’s also 420-friendly (outdoor smoking only).

Best Chicago, IL bed and breakfasts with air conditioning

Logan Square Coach House - Chicago, IL
9.5 32 reviews

Logan Square Coach House

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.
1 King Bed | La Quinta Ohare | Free Breakfast - Chicago, IL
9.1 103 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®.
Cozy Private Suite Near O'hare & Downtown Chicago - Chicago, IL
9.6 367 reviews

Cozy Private Suite Near O'hare & Downtown Chicago

B&B, Chicago
This Norwood Park flat, situated approximately 1.6km from O'Hare International Airport and within easy reach of the Blue Line and Metra, offers convenient access to Chicago's city centre.
The self-contained basement apartment sleeps two, features a kitchenette with microwave and small fridge, a washer/dryer, and a TV with a DVD player, all within a safe and quiet neighbourhood close to local amenities.
Venetian-queen-salle De Bain Privée Séparée - Chicago, IL
9.6 2991 reviews

Venetian-queen-salle De Bain Privée Séparée

B&B, Chicago
This Boystown guesthouse is ideally situated in Chicago, a 1.6km walk from Wrigley Field and close to numerous bars, restaurants, and public transport links.
The one-bedroom guest house offers a continental breakfast, free Wi-Fi, Smart TVs, parking permits, a free bag drop-off service, and special offers at Big Gay Sal's next door for Cubs games and concerts.
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