City Getaway In Chicago! Stay Near Brookfield Zoo!
1 2
B&B , Schiller Park
This studio apartment is located just 3 kilometres from O'Hare International Airport, making it an ideal choice for travellers looking for a convenient base in Franklin Park. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The self-catering studio comfortably accommodates two guests and features a fully equipped kitchen with a microwave, dishwasher and all necessary utensils. Guests can enjoy a range of on-site amenities, including a fitness centre, parking, and a free airport shuttle service, ensuring a comfortable and enjoyable stay.
9.0 23 reviews
Chicago, IL
25/06 – 26/06
SG$1148/nightfor 1 night
Your Relaxing Getaway Awaits! Free Breakfast
2 5
B&B , Chicago
This Chicago guesthouse enjoys a prime downtown location, offering easy access to the Magnificent Mile, Navy Pier, and Lake Michigan. The 950 sq ft (88 sq m) two-bedroom suite sleeps five, boasting a fully equipped kitchen, complimentary breakfast, and on-site amenities including a fitness centre, parking (charges apply), and pet-friendly accommodation (extra charge applies).
9.8 173 reviews
Chicago, IL
10/07 – 11/07
SG$190/nightfor 1 night
Cozy Suite
1 1
B&B , Oak Park
This charming bed and breakfast is located in a peaceful neighbourhood in Oak Park, just a short walk from restaurants, bars, and shops, and within easy reach of the Green and Blue lines for exploring Chicago. The property has received excellent ratings for cleanliness, location, and overall experience. The guest house offers a spacious private room with a kitchen, deck, and gym, perfect for a single traveller. Guests can enjoy a comfortable and private stay with access to a range of amenities, including a well-equipped kitchen, a relaxing deck, and a fitness centre.
9.8 422 reviews
Chicago, IL
21/09 – 24/09
SG$508/nighttotal: SG$1524 (3 )
Magnolia Studios
2 6
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.
8.0 7 reviews
Chicago, IL
17/06 – 20/06
SG$1062/nighttotal: SG$3186 (3 )
Look No More! 4 Posh Units, Pet-friendly
8 8
B&B , Rosemont
This B&B is conveniently located just next to Chicago O'Hare Airport, making it ideal for travellers arriving or departing from the city. The accommodation has received excellent ratings for its location, cleanliness, and overall experience. The B&B offers a range of rooms, accommodating up to 16 guests. Guests can enjoy a fitness centre, a restaurant, a bar, a minimarket, a business centre, and meeting facilities, catering to a variety of needs.
9.2 5513 reviews
Chicago, IL
10/07 – 11/07
SG$453/nightfor 1 night
Bluegreen Vacations Hotel Blake, An Ascend Collection Hotel
1 1
hotel , Chicago
Hotel Blake, An Ascend Hotel Collection Member, is located in Chicago's South Loop neighbourhood, just a short walk from Grant Park and Millennium Park. The 4-star hotel has excellent user ratings for its location, cleanliness, and overall experience. The hotel offers modern rooms with luxurious bathrooms and complimentary toiletries. Guests can enjoy a range of amenities, including a restaurant, bar, fitness centre, and business centre, as well as free Wi-Fi throughout the property.
9.3 526 reviews
Chicago, IL
24/09 – 27/09
SG$2056/nighttotal: SG$6168 (3 )
Wicker Park Inn
3 6
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.
9.8 452 reviews
Chicago, IL
20/06 – 21/06
SG$409/nightfor 1 night
Near O’hare Airport + Breakfast. Shuttle. Pool.
1 1
B&B , Rosemont
This apartment is ideally located in Rosemont, just a short distance from the Parkway Bank Park Entertainment District, Rivers Casino, and Allstate Arena, offering easy access to a range of attractions. The surrounding area is lively and convenient, with plenty of dining and entertainment options. The apartment is a comfortable one-bedroom flat, suitable for up to two guests. It offers a range of amenities including a swimming pool, fitness centre, and complimentary airport shuttle service, ensuring a pleasant and convenient stay.
10 413 reviews
Chicago, IL
16/08 – 19/08
SG$242/nighttotal: SG$726 (3 )
Private Lincoln Square One Bed+bath Studio Apt.
1 2
B&B , Chicago
This Lincoln Square studio apartment, in a renovated Chicago four-square home, offers easy access to public transport, enabling quick trips to Wrigley Field and Lake Michigan. The self-contained apartment sleeps two, featuring a queen bed and a small twin futon, a kitchenette with microwave and fridge, a private bathroom with heated floors, and access to a garden; free on-street parking is also available.
8.7 51 reviews
Chicago, IL
26/06 – 28/06
SG$354/nighttotal: SG$708 (2 )
River North Stay | 1 Unit | Near Chicago Loop
1 2
B&B , Chicago
This Bed and Breakfast is located near Chicago's River North, offering convenient access to the Magnificent Mile and Navy Pier, approximately 1 kilometre away. This accommodation provides a 355 sq ft room with a 50-inch TV, complimentary toiletries, air conditioning, internet access, daily cleaning, a fitness centre, and a shared indoor heated pool, with on-site paid parking for £39 per day and a guest capacity of two.
9.8 228 reviews
Chicago, IL
11/07 – 13/07
SG$249/nighttotal: SG$498 (2 )
Chicago Living: Your Home Away From Home
1 4
B&B , Chicago
This unique Frank Lloyd Wright-designed townhouse, the only one of its kind, offers a private, newly renovated living space in a prime Chicago location, providing easy access to various attractions (specific distances unprovided). Sleeping up to four guests, this one-bedroom, one-bathroom Chicago apartment boasts a private kitchen with microwave, air conditioning, a garden, parking, and an outdoor patio with barbecue; it also features excellent user, location and cleanliness ratings.
8.0 1 review
Chicago, IL
19/06 – 21/06
SG$1616/nighttotal: SG$3232 (2 )
2 Luxury King With Rooftop Lounge & Chicago Views
2 4
B&B , Chicago
This Chicago River North guesthouse is situated 0.5 km from the Magnificent Mile, offering easy walking access to Millennium Park and the Art Institute of Chicago. The property comprises two 23 sq m en-suite bedrooms, sleeping four guests, and includes on-site fitness facilities, daily cleaning, complimentary toiletries, and TVs; luggage storage is also available.
Best Chicago, IL bed and breakfasts with breakfast included
8.6 130 reviews
Chicago, IL
10/07 – 11/07
SG$364/nightfor 1 night
Dorothy's
1 1
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.
9.7 857 reviews
Chicago, IL
23/07 – 27/07
SG$574/nighttotal: SG$2296 (4 )
The Sono Chicago
1 2
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.
9.7 703 reviews
Chicago, IL
01/07 – 03/07
SG$372/nighttotal: SG$744 (2 )
Ray's Bucktown Bed And Breakfast
1 1
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.
9.7 243 reviews
Chicago, IL
21/09 – 24/09
SG$2134/nighttotal: SG$6402 (3 )
The Publishing House Bed And Breakfast
5 6
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.
Best Chicago, IL bed and breakfasts with a garden
9.9 223 reviews
Chicago, IL
01/09 – 05/09
SG$229/nighttotal: SG$916 (4 )
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.
8.3 3 reviews
Chicago, IL
24/10 – 01/11
SG$423/nighttotal: SG$3384 (8 )
Lyons' Suite
1 2
B&B , Chicago
This Chicago guesthouse is situated approximately 21 kilometres from Chicago O'Hare International Airport, in a quiet suburban location. The 46-square-metre property features one bedroom, one bathroom, and can accommodate up to three guests, offering air conditioning, a private terrace, and parking.
9.1 16 reviews
Chicago, IL
11/08 – 23/08
SG$113/nighttotal: SG$1356 (12 )
Chateau De Woodlawn - Room I - La Tour Eiffel
1 2
B&B , Chicago
Chateau de Woodlawn, a family-friendly guesthouse in Chicago, is conveniently located approximately 5 kilometres from the Museum of Science and Industry and 8.5 kilometres from Guaranteed Rate Field. This Chicago B&B offers a 15-square-metre room with one bedroom, one bathroom, accommodating up to three guests, and features free Wi-Fi, private parking, a shared kitchen, terrace access, and concierge services.
9.2 7 reviews
Chicago, IL
04/09 – 10/09
SG$184/nighttotal: SG$1104 (6 )
Amazing Place To Stay Near Downtown Chicago!
1 2
B&B , Chicago
This Chicago guesthouse is conveniently located near the city centre, approximately 8 kilometres from Midway International Airport. The self-catering unit offers one bedroom, one bathroom, free Wi-Fi, air conditioning, and free on-site parking; guests can prepare meals using the fridge and microwave.
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 main attractions. Start with the iconic Willis Tower, offering stunning views of the city. Then, walk along the Magnificent Mile, a bustling shopping street. Finally, enjoy the stunning architecture of the Chicago Riverwalk, a picturesque waterfront area.
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 or Lakeview neighbourhoods. They offer a mix of residential areas, green spaces, and easy access to public transport. You'll find plenty of options in these areas, each with its own unique character.
What are the best bed and breakfasts with a pool in Chicago, IL?
What dining options are recommended for solo travelers staying at bed and breakfasts in Chicago, IL?
If you're staying in a bed and breakfast, you'll likely be near some great local restaurants. For a casual and affordable meal, try the iconic Lou Malnati's Pizzeria for Chicago-style deep dish pizza. If you're feeling adventurous, explore the diverse culinary scene in the nearby Wicker Park or Bucktown areas.
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! For art lovers, the Art Institute of Chicago is a must-see. The city also hosts numerous festivals throughout the year, including the Chicago Blues Festival and the Taste of Chicago. For a unique experience, visit the Garfield Park Conservatory, a stunning glasshouse showcasing diverse plant life.
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?
While Chicago itself is primarily an urban environment, there are great hiking options nearby. The Palos Preserves, about a 45-minute drive from the city, offer scenic trails through forests and prairies. For a shorter hike, explore the trails at the Morton Arboretum, a beautiful botanical garden with diverse plant collections.
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 a warm and welcoming atmosphere, with amenities like a hearty breakfast, comfortable rooms, and often a shared living area. Some may also have additional features like a garden or patio, perfect for enjoying a cup of coffee in the morning.
What are the best bed and breakfasts with parking in Chicago, IL?
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.
7.8 9 reviews
Chicago, IL
19/06 – 21/06
SG$269/nighttotal: SG$538 (2 )
Beautiful Home Near Downtwon - Free Parking!
1 2
B&B , Chicago
This Chicago guesthouse is located a short distance from the city centre, approximately 3.5km from Guaranteed Rate Field and 7km from the Museum of Science and Industry. The 300 square metre property offers one bedroom, one bathroom, and sleeps one guest, featuring a full kitchen, free on-site parking, and free Wi-Fi.
9.2 631 reviews
Chicago, IL
24/07 – 26/07
SG$432/nighttotal: SG$864 (2 )
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.
9.1 20 reviews
Chicago, IL
02/07 – 06/07
SG$216/nighttotal: SG$864 (4 )
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
9.8 100 reviews
Chicago, IL
01/07 – 06/07
SG$714/nighttotal: SG$3570 (5 )
Unique Chicago Penthouse Loft - Amazing Deal & Location
1 2
B&B , Chicago
This Roscoe Village guesthouse is located on the north side of Chicago, 2.4 kilometres west of Wrigley Field and near the Paulina Brown Line station. This 60 square metre penthouse loft offers a private deck, gas fireplace, and chef's kitchen for up to two guests, with a fitness centre available.
8.6 20 reviews
Chicago, IL
24/12 – 28/12
SG$568/nighttotal: SG$2272 (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.
9.8 523 reviews
Chicago, IL
08/10 – 09/10
SG$244/nightfor 1 night
Entire Upstairs In Arts And Crafts Oak Park Home
1 1
B&B , Oak Park
This charming property is situated in a friendly Oak Park neighbourhood, just a short walk from the CTA Blue Line and close to local amenities like coffee shops, restaurants, and parks. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The home has two bedrooms, a futon, and a shared living area, comfortably accommodating up to four guests. Guests can enjoy a private backyard, free on-street parking, and a kitchen with a fridge, microwave, coffee maker, and kettle, perfect for preparing light meals and snacks.
9.6 43 reviews
Chicago, IL
04/08 – 08/08
SG$211/nighttotal: SG$844 (4 )
2nd Floor In Law Suite With Separate Entrance.
1 2
B&B , Chicago
This Portage Park apartment, a short distance from the Jefferson Park Blue Line/Metra station and approximately 16km from O'Hare International Airport, offers convenient access to Chicago's attractions. The self-contained first-floor unit sleeps two guests, features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and excellent guest reviews; nearby amenities include Walgreens, Starbucks, Dunkin', and a grocery store.