This charming garden apartment is situated in a lively neighbourhood close to Lincoln Square, just a short walk from the train station and the Old Town School of Folk Music. It has received excellent ratings for cleanliness, location and user experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It offers a kitchenette with a microwave, coffee maker, toaster and mini-fridge, as well as a shared front yard with a bench and picnic table. The apartment also benefits from a portable air conditioner, shared laundry facilities, and a tree swing and treehouse for children.
9.8 70 reviews
Chicago, IL
26/08 – 29/08
148 €/nighttotal: 444 € (3 )
Live Local Private Sanctuary; 1 Br/wfh/pvt Entr.
1 2
B&B , Chicago
This charming bed and breakfast is located in Humboldt Park, a trendy neighbourhood just a short walk from the 606 Bloomingdale Trail and the park itself. The accommodation has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The guest suite offers a private bathroom and office, ideal for longer stays or those working remotely. Guests can enjoy complimentary morning coffee, snacks, and a mini fridge/freezer in their suite, along with a gated yard and street parking.
9.9 59 reviews
Chicago, IL
29/06 – 03/07
135 €/nighttotal: 540 € (4 )
2br/1.5 Bath In Logan Square
1 2
B&B , Chicago
This Logan Square guesthouse is situated near the CTA Blue Line, offering easy access to O'Hare International Airport and numerous bars and restaurants. The two-queen-bedroom apartment, located on the second floor of The Joinery, sleeps four guests and includes a kitchenette, free street parking, and private key code access.
9.9 378 reviews
Chicago, IL
12/09 – 14/09
234 €/nighttotal: 468 € (2 )
Secret Garden @ The Noble Farmhouse | Wicker Park
1 2
B&B , Chicago
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.
Chicago, IL
24/08 – 28/08
125 €/nighttotal: 500 € (4 )
Pet-friendly Stay + Indoor Pool. Bar. Free Parking
1 3
B&B , Skokie
This Skokie bed and breakfast is located on the North Shore, offering convenient access to downtown Chicago, which is 19 kilometres away, and is just 3 kilometres from Old Orchard Mall and 8 kilometres from Northwestern University. This accommodation provides a pet-friendly environment with 1 bedroom and 1 bathroom, accommodating up to 4 guests, and features amenities including free Wi-Fi, an indoor swimming pool, a fitness centre, and an on-site restaurant.
9.9 406 reviews
Chicago, IL
25/11 – 29/11
91 €/nighttotal: 364 € (4 )
Gorgeous, Cozy 1-bedroom Suite In Andersonville
1 2
B&B , Chicago
This Chicago private suite is situated in Andersonville, approximately 1.6 km from Lake Michigan and 8 km north of Chicago's city centre, close to Andersonville's shops and restaurants. The self-contained apartment offers a kitchenette with microwave, fridge, and toaster, sleeps two guests, includes a private entrance and coded lock, and features a shared garden with seating.
9.9 230 reviews
Chicago, IL
02/10 – 05/10
216 €/nighttotal: 648 € (3 )
Lincoln Square Modern 2 Bed 2 Bath
1 3
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.
10 1 review
Chicago, IL
13/09 – 14/09
1106 €/nightfor 1 night
Relaxation Retreat! 3 Modern Units, Near The Cove
3 9
B&B , Chicago
This Chicago guesthouse is ideally situated in the downtown area, near the Chicago River, within a few kilometres of Soldier Field, Wrigley Field, and the United Centre. Offering three bedrooms and three bathrooms, sleeping up to twelve guests, the property boasts modern amenities including free Wi-Fi, a fitness centre, and an on-site American tavern serving Chicago-style food and drink; pet-friendly with an additional charge.
8.2 95 reviews
Chicago, IL
21/06 – 28/06
82 €/nighttotal: 574 € (7 )
Budget-friendly Room| Free Coffee | Downtown
1 1
B&B , Chicago
This Bed and Breakfast offers a prime central Chicago location, situated just 16 kilometres from Midway International Airport and within walking distance of major attractions. This property features a private room for one guest with a shared bathroom, offering free Wi-Fi, air conditioning, and access to a shared common area with a microwave and coffee maker.
9.8 551 reviews
Chicago, IL
11/08 – 12/08
78 €/nightfor 1 night
Lower Level Suite With Private Br And Entrance
1 2
B&B , Hickory Hills
This B&B is located in Hickory Hills, just a short distance from City Hall, offering a peaceful setting away from the hustle and bustle of the downtown area. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The accommodation provides a private lower level with a separate suite, bathroom, garage, and laundry room, comfortably accommodating up to three guests. Guests can enjoy amenities like a small kitchenette, Netflix, and secure parking, alongside the convenience of self check-in and the option to interact with the friendly hosts.
10 2 reviews
Chicago, IL
13/08 – 16/08
122 €/nighttotal: 366 € (3 )
Roman’s Guest Suite
1 2
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.
Chicago, IL
13/09 – 14/09
645 €/nightfor 1 night
Four Pet-friendly 1br Suites, Free Airport Shuttle
4 9
B&B , Schiller Park
This charming bed and breakfast is just 3 kilometres from O'Hare International Airport, making it a convenient choice for travellers arriving or departing from the airport. The property is situated in the quiet suburb of Schiller Park, offering a peaceful escape from the hustle and bustle of city life. The guesthouse features four bedrooms and four bathrooms, accommodating up to 16 guests. It offers a range of amenities including a fitness centre, a business centre, and a convenience store.
Best Chicago, IL bed and breakfasts with breakfast included
Chicago, IL
20/08 – 24/08
172 €/nighttotal: 688 € (4 )
Dorothy's
1 2
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.
8.6 130 reviews
Chicago, IL
09/07 – 12/07
206 €/nighttotal: 618 € (3 )
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.
9.3 526 reviews
Chicago, IL
22/07 – 25/07
422 €/nighttotal: 1266 € (3 )
Wicker Park Inn
1 2
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.
8.8 4252 reviews
Chicago, IL
19/08 – 24/08
294 €/nighttotal: 1470 € (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.
Best Chicago, IL bed and breakfasts with a garden
9.7 173 reviews
Chicago, IL
12/08 – 05/09
116 €/nighttotal: 2784 € (24 )
Music Hotspot 2nd Floor
1 2
B&B , Berwyn
This Berwyn property is located just 1.6km west of Chicago, close to the CTA Blue and Green/Pink lines, making it easy to explore the city. The accommodation has excellent user, location and cleanliness ratings, making it a great choice for travellers. The two-bedroom house has one bathroom and offers a spacious back and side yard with an outdoor bar. Amenities include a swimming pool, jacuzzi, terrace, garden, fitness centre, parking, free industrial laundry machines, bicycles, and live music six nights a week.
9.9 191 reviews
Chicago, IL
26/06 – 30/06
120 €/nighttotal: 480 € (4 )
Cozy Home Living, Dogs, Kids, Free Parking, 420 Ok
1 2
B&B , Chicago
This private apartment is situated in the northwest neighbourhood of Portage Park, just 10km from downtown Chicago and close to a dog and kids park. The accommodation has received excellent ratings for location, cleanliness, and user satisfaction. The apartment has two bedrooms and one bathroom, comfortably accommodating up to 10 guests. It features a fully equipped kitchen, a garden with a patio and gas grill, a Jacuzzi, and a fenced backyard perfect for pets.
9.7 199 reviews
Chicago, IL
20/07 – 24/07
113 €/nighttotal: 452 € (4 )
Cozy Space In Lincoln Square
1 2
B&B , Chicago
This cosy Chicago basement flat is situated in the Lincoln Square/Ravenswood neighbourhood, a short distance from the Rockwell Brown Line 'L' station and local bus routes, offering easy access to Lincoln Square's shops and restaurants. The self-contained apartment sleeps two guests in one bedroom and one bathroom, features a garden, parking, and includes amenities such as an electric fireplace, and additional bedding and towels; please note that the property has electricity limitations and potential for noise from upstairs.
9.6 147 reviews
Chicago, IL
25/06 – 27/06
181 €/nighttotal: 362 € (2 )
The Drake - Chic 2br Private Unit
1 5
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 can't miss the iconic Willis Tower, offering stunning city views. Then, stroll along Navy Pier, enjoying the Ferris wheel and lakefront views. Finally, explore Millennium Park, with the Cloud Gate sculpture, Crown Fountain, and the Art Institute.
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 neighbourhood, known for its Victorian architecture and proximity to the zoo and lakefront. Alternatively, the historic Wicker Park district offers a trendy vibe with independent shops and restaurants.
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, reaching highs of around 30 degrees Celsius, perfect for enjoying outdoor activities like festivals and picnics. Winters are cold and snowy, with temperatures often below freezing, so plan accordingly for indoor 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?
Many bed and breakfasts in Chicago are near great solo-friendly spots. In Lincoln Park, try the cozy and delicious 'Avec' for small plates, or 'The Purple Pig' for Mediterranean-inspired cuisine. In Wicker Park, 'The Loyalist' is a popular spot for craft cocktails and elevated pub fare.
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 has a thriving cultural scene. Attend a performance at the Lyric Opera of Chicago or catch a show at the renowned Steppenwolf Theatre. For visual arts, explore the Art Institute of Chicago or the Museum of Contemporary Art.
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 not known for extensive hiking trails, Chicago offers scenic walks along the Lakefront Trail. It stretches for over 18 kilometres, offering views of Lake Michigan and the city skyline. For a more wooded experience, visit the Morton Arboretum, with over 1700 acres of diverse trees and trails.
What are the best bed and breakfasts with parking 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 a complimentary breakfast, free Wi-Fi, and comfortable rooms. Some also offer additional features like fireplaces, private patios, or even hot tubs.
Destinations nearby
Best Chicago, IL bed and breakfasts with parking
9.6 444 reviews
Chicago, IL
11/09 – 13/09
94 €/nighttotal: 188 € (2 )
Hyde Park/uc Newly Renovated Private Room #3
1 2
house , Chicago
This charming bed and breakfast is situated in Chicago's Hyde Park neighbourhood, just 2.4 kilometres from Oakwood Beach and 4 kilometres from the Museum of Science and Industry. It boasts excellent ratings for cleanliness, location and overall experience. The property features a fully equipped kitchen, a garden and parking. Guests can enjoy a peaceful retreat from the city, with easy access to local attractions and amenities.
9.2 8 reviews
Chicago, IL
30/07 – 13/08
345 €/nighttotal: 4830 € (14 )
Just Minutes From Downtown Chicago
1 2
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.
8.8 43 reviews
Chicago, IL
25/11 – 29/11
109 €/nighttotal: 436 € (4 )
A Hidden Gem, Approx 15 Mins To Downtown Chicago!
1 2
B&B , Chicago
This charming bed and breakfast is situated in Chicago, just 11 kilometres from the city centre and 11.4 kilometres from Shops at Northbridge and 360 Chicago. It has received very good ratings for location, cleanliness and overall experience. The property offers a single bedroom and bathroom, accommodating up to two guests. It features a fully equipped kitchen, a garden, a fitness centre, free parking and free Wi-Fi, providing everything you need for a comfortable and enjoyable stay.
9.1 7794 reviews
Chicago, IL
10/07 – 14/07
591 €/nighttotal: 2364 € (4 )
Arlo Chicago
2 4
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.
Neighborhoods and points of interest in Chicago, IL
Best Chicago, IL bed and breakfasts with air conditioning
9.8 519 reviews
Chicago, IL
22/06 – 24/06
122 €/nighttotal: 244 € (2 )
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.
7.7 6 reviews
Chicago, IL
08/07 – 12/07
73 €/nighttotal: 292 € (4 )
Spacious Room By Medical District & Uic
1 1
B&B , Chicago
This Chicago guesthouse is conveniently located near the city's Medical District, approximately 3.2km from the United Centre and within 5.5km of Union Station, offering easy access to hospitals, universities, and major attractions. The 8-square-metre studio features a fully equipped kitchen, a shared bathroom, and accommodates one guest, providing free Wi-Fi, air conditioning, and access to a private patio and garden.
9.9 148 reviews
Chicago, IL
03/08 – 11/08
110 €/nighttotal: 880 € (8 )
The Vanderpool House
1 2
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.
9.4 366 reviews
Chicago, IL
22/06 – 24/06
109 €/nighttotal: 218 € (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.