This Chicago private loft studio, situated in the Wicker Park/Noble Square/West Town neighbourhood, is a short walk from Division Street and Chicago Avenue, offering easy access to the Loop via public transport. The self-contained apartment sleeps three, features a kitchenette with a fridge-freezer and microwave, a private garden, and an internet-connected TV with Apple TV, all within a surprisingly quiet setting despite its central location.
8.8 4252 reviews
Chicago, IL
10/07 – 11/07
$372/nightfor 1 night
Cambria Hotel Chicago Loop - Theatre District
1 1
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.
9.1 7794 reviews
Chicago, IL
19/08 – 24/08
$342/nighttotal: $1710 (5 )
Arlo Chicago
1 2
hotel , Chicago
The Arlo Chicago hotel is in the Loop district, a short walk (less than 1 km) from Millennium Park and Cloud Gate, with easy access to the Art Institute of Chicago and the Shops at Northbridge. This 4-star establishment offers 1-bedroom suites with amenities including a fitness centre, restaurant, and bar; a daily resort fee covers Wi-Fi and breakfast.
Chicago, IL
30/07 – 02/08
$4426/nighttotal: $13278 (3 )
Look No More! 4 Units With City View, Pets Allowed
4 13
B&B , Chicago
This Chicago guesthouse is conveniently located in the downtown area, near the Chicago River, within easy walking distance of numerous bars and restaurants, and a few kilometres from Soldier Field, Wrigley Field, and the United Centre. Offering four bedrooms and four bathrooms, sleeping up to sixteen guests, the property features a fitness centre, on-site restaurant (Hoyt's American Tavern), free Wi-Fi, and allows up to two pets per room for an additional fee.
9.4 366 reviews
Chicago, IL
22/06 – 24/06
$177/nighttotal: $354 (2 )
❤️Private Floor⭐ Two Sunlit Rooms In Chicago Centre
1 2
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.
10 3 reviews
Chicago, IL
11/08 – 12/08
$1280/nightfor 1 night
Triple The Comfort! Walk To Navy Pier, Indoor Pool
3 5
B&B , Chicago
This Chicago guesthouse is centrally located less than 1.6km from Millennium Park, offering easy access to the Magnificent Mile, Art Institute of Chicago, Willis Tower, Navy Pier, and the Chicago Riverwalk. Three separate deluxe king rooms (each 30 square metres), accommodating up to six guests, feature complimentary high-speed Wi-Fi, a rooftop pool, fitness centre, and on-site parking (charges apply), alongside a restaurant and bar.
10 79 reviews
Chicago, IL
20/06 – 27/06
$357/nighttotal: $2499 (7 )
Modern Garden Suite
1 2
B&B , Chicago
This spacious, fully renovated basement apartment is located in a family-friendly neighbourhood 16km northwest of Chicago's city centre, near the I-94 motorway, offering easy access to O'Hare International Airport and a Metra station providing a connection to Union Station. The 140 square metre self-contained apartment, sleeping four guests, boasts two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, free Tesla charging, an 80-inch TV with streaming services, and proximity to the Bunker Hill Forest Preserve and its extensive cycle path.
9.0 4 reviews
Chicago, IL
19/06 – 20/06
$280/nightfor 1 night
2 Queen Beds | La Quinta O’hare | Free Breakfast
1 2
B&B , Rosemont
This Rosemont guest house provides easy access to O’Hare International Airport, located just 8 kilometres away, and is a short 16-kilometre drive from downtown Chicago. This pet-friendly bed and breakfast offers accommodation for up to four guests in one bedroom and one bathroom, featuring complimentary daily buffet breakfast, free parking, and a 24/7 shared fitness centre.
8.6 20 reviews
Chicago, IL
24/12 – 28/12
$618/nighttotal: $2472 (4 )
Extended Stays In Our Ideal 2 Units In Mag Mile
2 8
B&B , Chicago
This Chicago guesthouse is ideally located on the Magnificent Mile, within easy walking distance of attractions such as the Art Institute of Chicago and Lake Michigan. Offering two Deluxe Double Queen City View rooms, each spanning 39 square metres, this pet-friendly lodging sleeps up to eight guests and features a 24/7 gym and business centre.
10 2 reviews
Chicago, IL
15/09 – 19/09
$1014/nighttotal: $4056 (4 )
Suite 509 | Stay One Chicago
1 3
B&B , Chicago
This refined boutique establishment is centrally situated in a prime Chicago district, offering convenient access to the city's attractions. This B&B provides two bedrooms and two bathrooms for up to four guests, featuring an indoor swimming pool, jacuzzi, fitness centre, and on-site dining options, with seamless self check-in and dedicated workspaces in each room.
9.8 116 reviews
Chicago, IL
02/10 – 05/10
$172/nighttotal: $516 (3 )
Private 2-bedroom 1.5 Bath W/ Living Room
1 3
B&B , Chicago
This Hyde Park apartment, near the University of Chicago campus, offers easy access to museums and cultural attractions. The two-bedroom, one-and-a-half-bathroom flat sleeps four, features a children's bedroom, and includes amenities such as a full refrigerator, microwave, Keurig coffee maker, two large TVs (one with Chromecast, the other with cable and Blu-ray), and a Google Mini; parking is also available.
8.8 12 reviews
Chicago, IL
11/08 – 12/08
$833/nightfor 1 night
3 Convenient Units Minutes To Navy Pier!
3 5
B&B , Chicago
This Chicago River North guesthouse offers three en-suite rooms, ideally located within minutes of the Magnificent Mile, Navy Pier, and Washington Square Park. Each of the three 17 square metre rooms features a queen-size bed, and the property provides amenities including a 24/7 reception, fitness centre, and business centre, accommodating up to six guests.
Best Chicago, IL bed and breakfasts with breakfast included
9.2 49 reviews
Chicago, IL
10/07 – 12/07
$923/nighttotal: $1846 (2 )
The Polo Inn Bridgeport U.s.a.
3 5
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.
9.7 857 reviews
Chicago, IL
02/07 – 05/07
$918/nighttotal: $2754 (3 )
The Sono Chicago
2 4
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.
9.8 156 reviews
Chicago, IL
20/08 – 25/08
$939/nighttotal: $4695 (5 )
Harvey House Bed & Breakfast
2 4
B&B , Oak Park
Harvey House Bed & Breakfast is situated in Oak Park, a short walk from the CTA Green Line Ridgeland stop and just a 15-minute drive from Chicago city centre. The B&B is highly rated for its excellent location, cleanliness, and overall experience. The guest house has one bedroom and one bathroom, accommodating up to two guests. Harvey House offers a range of amenities, including a private jacuzzi, a relaxing garden, and a delicious hot breakfast each morning.
9.7 703 reviews
Chicago, IL
09/07 – 16/07
$442/nighttotal: $3094 (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.
Best Chicago, IL bed and breakfasts with a garden
9.6 14 reviews
Chicago, IL
22/06 – 24/06
$248/nighttotal: $496 (2 )
The Lyons' Den
1 2
B&B , Chicago
The Lyons' Den, a bed and breakfast in Chicago, is situated 2.25 kilometres from Wrigley Field, 5.95 kilometres from Lincoln Park Zoo, and 6.76 kilometres from Loyola University Chicago. This 15 square metre guesthouse offers accommodation for up to three guests in one bedroom and one bathroom, featuring air conditioning, a terrace, a fully equipped kitchen with a dishwasher and oven, and complimentary WiFi.
9.8 73 reviews
Chicago, IL
20/06 – 26/06
$386/nighttotal: $2316 (6 )
Comfy Suite W/ Steam Shower Near Mccormick Place
1 1
B&B , Chicago
This studio apartment is situated in Chicago's historic Calumet-Giles-Prairie District, offering easy access to McCormick Place (1.9 km), Sox Park (1.3 km), Illinois Institute of Technology (800 m), and the city centre (4.8 km). This ground-floor self-contained unit accommodates two guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, a smart TV, and a patio, with nearby attractions including Lake Michigan and Museum Campus.
10 327 reviews
Chicago, IL
20/08 – 23/08
$306/nighttotal: $918 (3 )
Stylish Studio In Historic Logan Square
1 2
B&B , Chicago
This Logan Square apartment is located on Logan Boulevard, a short 0.32 km walk from the CTA Blue Line, offering easy access to Chicago's city centre and O'Hare International Airport. The self-contained studio features a spa-inspired bathroom, heated floors, access to a shared garden courtyard and a rooftop deck with a gas grill; it sleeps two guests and includes a kitchenette with a mini-fridge, microwave, and coffee maker.
9.5 213 reviews
Chicago, IL
18/07 – 24/07
$217/nighttotal: $1302 (6 )
Alewyfe Farm Urban Garden Oasis- Free Parking!
1 2
B&B , Chicago
This Bohemian Garden Apartment is located in a bohemian neighbourhood in Chicago, two blocks from the Pink Line CTA, Lagunitas Brewery, and Cinespace Film Studios, offering a view of Douglas Park and just 5.6 kilometres from the Loop. The apartment, situated on the first floor of an 1880s brick cottage, features a private bathroom, private entrances, multiple fans, a small window AC for hot days, and a stocked pantry and coffee/tea bar, with a permaculture garden with chickens, a fire pit, and a BBQ available for guests to enjoy.
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 can't miss the iconic sights of Chicago: the Willis Tower, formerly known as the Sears Tower, offers stunning panoramic views of the city. Take a stroll along the Magnificent Mile, known for its upscale shopping and dining, and admire the architecture of the Chicago Riverwalk. And don't forget to visit Millennium Park, home to Cloud Gate, the famous bean sculpture.
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 Lincoln Park, known for its beautiful park, zoo, and historic architecture. Another great option is the Gold Coast, a luxurious area with stunning Victorian mansions and close proximity to the Magnificent Mile.
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, ranging from cold and snowy winters to hot and humid summers. Be prepared for anything, as the weather can change quickly. In spring and autumn, you'll find pleasant temperatures for outdoor activities, while summer is best enjoyed with air conditioning and indoor attractions.
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?
There are plenty of great solo-friendly dining options in Chicago. For a casual and delicious meal, try Lou Malnati's Pizzeria for a classic Chicago deep dish pizza. If you're looking for something more upscale, try Avec, a popular restaurant in the West Loop known for its small plates and lively atmosphere.
What are the best bed and breakfasts for families and kids in Chicago, IL?
What are the best cultural activities and events in and around Chicago, IL?
Chicago is a vibrant cultural hub. Visit the Art Institute of Chicago, home to a world-renowned collection of art. Catch a performance at the Lyric Opera of Chicago or the Steppenwolf Theatre Company. And don't miss the Chicago Blues Festival, a free outdoor event held every June.
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 a city, there are plenty of hiking trails within easy reach. The Palos Preserves in the southwest suburbs offer over 100 km of trails through forests, prairies, and wetlands. Closer to the city, the North Shore Channel Trail runs along the North Shore Channel, offering scenic views of the city and suburbs.
What are the best bed and breakfasts with parking in Chicago, IL?
What amenities are commonly offered in bed and breakfasts in Chicago, IL?
Most bed and breakfasts in Chicago offer a range of amenities, including a hearty breakfast, comfortable rooms, and often a shared common area. Some may also have additional features like a garden, fireplace, or even a hot tub.
Destinations nearby
Best Chicago, IL bed and breakfasts with parking
9.8 422 reviews
Chicago, IL
29/09 – 02/10
$276/nighttotal: $828 (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.
8.3 12 reviews
Chicago, IL
10/09 – 15/09
$97/nighttotal: $485 (5 )
Cosy Room Near Medical District With Private Balcony
1 1
B&B , Chicago
This Chicago B&B is conveniently located near the city's medical district, approximately 3.2km from the United Centre, 5.5km from Union Station, and 6.4km from the Willis Tower. The 10-square-metre guest house offers a single bedroom, two bathrooms, and a private balcony with city views, accommodating one guest and including free Wi-Fi, air conditioning, and parking.
10 3 reviews
Chicago, IL
03/07 – 09/07
$650/nighttotal: $3900 (6 )
Mccormick Suites By Slumber Stay | 2br
1 5
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.
9.9 7 reviews
Chicago, IL
10/09 – 15/09
$291/nighttotal: $1455 (5 )
Prime Avondale
1 1
B&B , Chicago
Prime Avondale, a guesthouse in Chicago's Avondale neighbourhood, is situated under 5km from Wrigley Field, Lincoln Park Zoo, and the United Centre. This Chicago B&B offers one bedroom, one bathroom, sleeps seven guests, and includes free Wi-Fi, parking, and air conditioning.
Neighborhoods and points of interest in Chicago, IL
Best Chicago, IL bed and breakfasts with air conditioning
9.7 75 reviews
Chicago, IL
25/06 – 28/06
$231/nighttotal: $693 (3 )
Close To Chicago O'hare Airport + Free Breakfast
1 3
B&B , Rosemont
This Rosemont guest house is conveniently located near Chicago O'Hare Airport, offering easy access to corporate offices and attractions such as the Magnificent Mile, Rivers Casino, Navy Pier, and Millennium Park. The Residence Inn boasts spacious suites with kitchenettes, accommodating up to four guests, and features a fitness centre, swimming pool, and complimentary hot breakfast buffet and airport shuttle.
9.7 23 reviews
Chicago, IL
01/07 – 03/07
$156/nighttotal: $312 (2 )
The Sweet Spot At Norwood Park
1 1
B&B , Chicago
This suburban Chicago guesthouse offers a peaceful retreat with convenient access to central Chicago, just 32 kilometres away, and O'Hare International Airport, a mere 16 kilometres from its doorstep. The private basement accommodation sleeps up to four guests, featuring a refrigerator, complimentary snacks and beverages, and on-site laundry facilities, all within easy walking distance of various eateries.
9.9 148 reviews
Chicago, IL
03/07 – 05/07
$331/nighttotal: $662 (2 )
The Vanderpool House
1 4
B&B , Chicago
This Chicago bungalow, situated two blocks from a major transit hub providing easy access to the city centre, O'Hare International Airport, and the north-western suburbs, offers a convenient base for exploring the city. The self-contained property comprises one bedroom, one bathroom, and can sleep four guests using a queen-size bed, sofa bed and air mattress; amenities include a kitchen with fridge and microwave, private patio, free on-site parking, and is located near theatres, restaurants and art museums.
9.7 243 reviews
Chicago, IL
13/09 – 17/09
$949/nighttotal: $3796 (4 )
The Publishing House Bed And Breakfast
2 3
B&B , Chicago
The Publishing House Bed and Breakfast is located in Chicago, just a short walk from the United Center and Union Station, with Willis Tower and CIBC Theatre also within easy reach. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The inn features a single bedroom and bathroom, offering a comfortable and intimate stay. Guests can enjoy a range of amenities, including a restaurant, bar, fitness centre, and parking, as well as free Wi-Fi and a shared lounge area.
