4 Kid-friendly Units Near Shedd Aquarium! Parking!
4 12
B&B , Chicago
This B&B is situated in Chicago's River North district, offering proximity to the Magnificent Mile and Navy Pier, approximately 1.6 kilometres and 0.8 kilometres away respectively. The guest house features four bedrooms, each 33 square metres, with capacity for 16 guests, and provides amenities such as air conditioning, internet, a fitness centre, and discounted parking in January and February 2026.
8.0 1 review
Chicago, IL
18/06 – 19/06
A$1229/nightfor 1 night
3 Units | River North Chicago | Parking
3 8
B&B , Chicago
This Chicago bed and breakfast is located in the River North district, offering convenient access to downtown attractions such as Navy Pier, approximately 1.6 kilometres away, and the Magnificent Mile, just 800 metres from the property. Guests can enjoy modern accommodations with a shared indoor heated pool, a fitness centre, Wi-Fi, air conditioning, and on-site parking for £39 per day, with three spacious rooms each covering 33 square metres and accommodating up to 12 people.
8.9 14 reviews
Chicago, IL
02/07 – 05/07
A$764/nighttotal: A$2292 (3 )
2 Spacious Units Close To Navy Pier! Parking
2 4
B&B , Chicago
This guest house is situated in Chicago's River North district, offering easy access to the Magnificent Mile at 700 meters, and within a short distance of Navy Pier, Willis Tower, and Wrigley Field. This establishment provides two bedrooms and two bathrooms for up to eight guests, featuring a shared indoor heated swimming pool, a fitness centre, and 33 square meter rooms with 50-inch televisions, plus discounted on-site parking is available from January to 28 February 2026.
9.6 198 reviews
Chicago, IL
06/08 – 10/08
A$305/nighttotal: A$1220 (4 )
Private 2 Br Oak Park Garden Apt
1 3
B&B , Oak Park
This fully furnished garden apartment is located in Oak Park, just 1.6 kilometres from the Frank Lloyd Wright Home and Studio and the Ernest Hemingway Birthplace Museum, offering easy access to these historical landmarks. The apartment has received excellent user ratings for its location, cleanliness, and overall experience. The apartment is a self-contained unit with two bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a private kitchen, a washer and dryer, a backyard with a grill, and free parking.
8.5 4 reviews
Chicago, IL
01/09 – 02/09
A$254/nightfor 1 night
Ultimate Getaway! Minutes To Chicago Riverwalk!
1 2
B&B , Chicago
This Chicago River North guesthouse is ideally located minutes from the Magnificent Mile, Navy Pier, and Washington Square Park. The pet-friendly accommodation offers one bedroom, one bathroom, sleeping up to two guests, and includes daily housekeeping, plus a 24/7 front desk, fitness centre, and business centre.
9.3 64 reviews
Chicago, IL
27/06 – 28/06
A$259/nightfor 1 night
1 King Bed | La Quinta O’hare | Free Breakfast
1 2
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®.
8.5 4 reviews
Chicago, IL
11/09 – 12/09
A$642/nightfor 1 night
Two Modern And Pet-friendly Units, Full Kitchen!
2 5
B&B , Schiller Park
This bed and breakfast is located just 3 kilometres from O'Hare International Airport, making it ideal for travellers arriving or departing from Chicago. The surrounding area is quiet and residential, offering a peaceful retreat after a busy day exploring the city. The property offers two bedrooms and two bathrooms, comfortably accommodating up to eight guests. Guests can enjoy a range of amenities including free Wi-Fi, a fitness centre, and a fully equipped kitchen, as well as a free airport shuttle.
Chicago, IL
26/06 – 30/06
A$1435/nighttotal: A$5740 (4 )
Your Chicago Adventure Starts Here! 3 Units!
3 12
B&B , Chicago
This Chicago bed and breakfast is situated in River North, offering easy walking access to the Magnificent Mile and proximity to attractions such as Navy Pier (approximately 1.5 kilometres away), the Willis Tower, and Wrigley Field. Each of the three spacious guest rooms, measuring 102 square metres, provides air conditioning, complimentary Wi-Fi, and access to an on-site fitness centre and a year-round indoor heated swimming pool, with paid on-site parking also available.
9.6 20 reviews
Chicago, IL
01/09 – 02/09
A$398/nightfor 1 night
The Chicago Hotel, Upscale Deluxe Double Queen
1 1
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).
Chicago, IL
13/09 – 14/09
A$1040/nightfor 1 night
3 Units | River North | Fitness Center
3 9
B&B , Chicago
This guest house in Chicago's River North district is situated 1.1 kilometres from the Magnificent Mile and 800 metres from Navy Pier. Each of the three rooms offers 33 square metres of space, accommodating up to 12 guests, and includes access to a shared indoor heated pool, a fitness centre, and paid parking at £38 per day.
9.5 352 reviews
Chicago, IL
17/09 – 21/09
A$205/nighttotal: A$820 (4 )
Spacious In-law Apt: 10 Min To O'hare And Downtown
1 2
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.
9.3 192 reviews
Chicago, IL
07/09 – 12/09
A$532/nighttotal: A$2660 (5 )
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.
Best Chicago, IL bed and breakfasts with breakfast included
8.8 4252 reviews
Chicago, IL
19/08 – 24/08
A$484/nighttotal: A$2420 (5 )
Cambria Hotel Chicago Loop - Theatre District
1 2
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.
8.6 130 reviews
Chicago, IL
19/08 – 24/08
A$211/nighttotal: A$1055 (5 )
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.
Chicago, IL
25/06 – 26/06
A$294/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.
9.2 631 reviews
Chicago, IL
01/09 – 05/09
A$349/nighttotal: A$1396 (4 )
House 5863- Chicago's Premier Bed And Breakfast
1 2
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.
Best Chicago, IL bed and breakfasts with a garden
Chicago, IL
12/07 – 14/07
A$947/nighttotal: A$1894 (2 )
Wrigleyville Inn
1 4
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.
9.7 85 reviews
Chicago, IL
12/09 – 14/09
A$199/nighttotal: A$398 (2 )
Little Cozy Garden Unit In Quiet Neighborhood
1 2
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.
Chicago, IL
19/06 – 21/06
A$856/nighttotal: A$1712 (2 )
Mccormick Suites By Slumber Stay | Studio
1 4
B&B , Chicago
This Chicago South Loop guest house offers skyline views and is located just an 8-minute walk from McCormick Place. This modern studio apartment accommodates up to four guests with a queen bed and air mattress, featuring a fully equipped kitchen, fast Wi-Fi, central air conditioning, and access to building amenities including a gym and outdoor fire pit, with an optional romantic experience package available.
9.9 461 reviews
Chicago, IL
04/07 – 07/07
A$241/nighttotal: A$723 (3 )
Peaceful Portage Park Apartment
1 1
B&B , Chicago
This Portage Park flat, ideally situated between O'Hare International Airport and Chicago's city centre, is approximately 2km from a park boasting playgrounds, tennis courts, and swimming pools. The two-bedroom, one-bathroom apartment sleeps five, includes a kitchen with fridge, freezer, and microwave, plus a garden, parking, and Wi-Fi; family-friendly amenities such as a high chair and travel cot are available.
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 see the iconic sights. Head to Millennium Park and see Cloud Gate, known as 'The Bean', and the Crown Fountain. Then, walk along the Magnificent Mile, lined with shops and skyscrapers, and finish with a visit to Navy Pier, a popular spot with rides, restaurants, and views of the lake.
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, check out Lincoln Park, Lakeview, or Wicker Park. These neighbourhoods offer a mix of residential areas with plenty of local restaurants and shops, and they're all within easy reach of the city centre.
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 has four distinct seasons. Summers are hot and humid, with temperatures reaching 30°C, while winters are cold and snowy, with temperatures often below freezing. Spring and autumn are beautiful, with mild temperatures and vibrant colours, making them ideal for outdoor activities.
What are the best bed and breakfasts with a jacuzzi in Chicago, IL?
What are the best cultural activities and events in and around Chicago, IL?
Chicago is a cultural hub. Catch a show at the renowned Steppenwolf Theatre or the Goodman Theatre. Visit the Art Institute of Chicago for a world-class collection of art. For music, check out the Chicago Symphony Orchestra or a concert at the House of Blues.
What are the best bed and breakfasts for families and kids in Chicago, IL?
Which hiking trails are recommended for exploring in and around Chicago, IL?
Chicago is a city with a lot of parks, but for hiking, you'd have to venture outside the city. The Palos Hills Forest Preserve has trails for all levels, while the Indiana Dunes National Lakeshore offers scenic views of Lake Michigan and unique dune formations.
What are the best pet friendly bed and breakfasts in Chicago, IL?
What amenities are commonly offered in bed and breakfasts in Chicago, IL?
Bed and breakfasts in Chicago typically offer comfortable rooms, a hearty breakfast, and often have common areas like a living room or dining room. Some may also offer amenities like free Wi-Fi, parking, or laundry facilities.
What are the best bed and breakfasts with parking in Chicago, IL?
Chrissy Place, a guest house in Chicago, is located 5.8 kilometres from the Museum of Science and Industry and 9.9 kilometres from Guaranteed Rate Field, with the Field Museum of Natural History and Adler Planetarium & Astronomy Museum both approximately 12.9 kilometres away. This 100-square-metre B&B offers one bedroom and one bathroom for a maximum of one guest, featuring free Wi-Fi, provided towels and bed linen, and a strict no-parties policy, with a checkout time between 08:00 and 11:00.
9.7 857 reviews
Chicago, IL
19/06 – 21/06
A$917/nighttotal: A$1834 (2 )
The Sono Chicago
1 1
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.
9.2 8 reviews
Chicago, IL
25/06 – 26/06
A$763/nightfor 1 night
Just Minutes From Downtown Chicago
1 3
B&B , Chicago
This charming bed and breakfast is located on the South Side of Chicago, just 5 kilometres from popular attractions like the Field Museum and Buckingham Fountain, offering a peaceful escape from the city centre. It has received excellent user ratings and a very good location rating. The guest house features one bedroom and two bathrooms, covering 14 square metres and accommodating up to 6 guests. Amenities include free Wi-Fi, air conditioning, a terrace, parking, and a continental breakfast, providing everything you need for a comfortable and enjoyable stay.
9.1 20 reviews
Chicago, IL
29/09 – 02/10
A$239/nighttotal: A$717 (3 )
A Secluded Bedroom With A Private Full Bathroom
1 2
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.
Neighborhoods and points of interest in Chicago, IL
Best Chicago, IL bed and breakfasts with air conditioning
Chicago, IL
19/06 – 21/06
A$2325/nighttotal: A$4650 (2 )
2 Relaxing Urban Rooms With Rooftop Lounge Access
2 4
B&B , Chicago
This Chicago River North guesthouse is situated less than a kilometre from the Magnificent Mile, offering easy walking access to Millennium Park and the Art Institute of Chicago. Two 33 square metre rooms, each with a TV and complimentary toiletries, accommodate up to four guests, and include daily cleaning, on-site fitness centre access, and luggage storage.
9.8 422 reviews
Chicago, IL
21/09 – 24/09
A$246/nighttotal: A$738 (3 )
Magnolia Studios
1 2
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.
9.9 223 reviews
Chicago, IL
03/08 – 05/08
A$292/nighttotal: A$584 (2 )
Bnb On Grace Street - Modern 2-bedroom Guest Suite
1 2
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.
9.8 519 reviews
Chicago, IL
09/08 – 13/08
A$195/nighttotal: A$780 (4 )
Cozy, Quiet, Garden Getaway!
1 2
B&B , Chicago
This peaceful garden flat is located in Chicago's North Center/Lincoln Square neighbourhood, a 1.6km walk from the 'L' train and Lincoln Square's amenities. The self-contained apartment, sleeping two guests in one bedroom and one bathroom, features a kitchen with a fridge and microwave, air conditioning, free on-street parking, and a private entrance.