Bed and Breakfast 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.

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.

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.

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.

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.

This Bucktown studio apartment is ideally located in a quiet residential area, within easy walking distance of Damen Avenue's shops and restaurants, and approximately 3km from Wrigley Field and Lincoln Park.
The self-contained unit, sleeping up to two guests, boasts a newly remodelled ensuite bathroom with underfloor heating, a private keyed courtyard, and free on-street parking – a rare find in Chicago's city centre.

This Logan Square garden suite, situated in a classic coach house, offers convenient access to Chicago's Logan Square neighbourhood and its attractions.
The self-contained apartment features a king-size bed, a private garden, and hotel-style amenities including a mini-fridge and Nespresso machine, accommodating two guests.

This Evanston guesthouse is centrally located, offering excellent access to public transport, including the CTA Purple Line and Metra Rail, and is within 1 kilometre of Northwestern University and the Baha'i House of Worship.
This one-bedroom, one-bathroom B&B accommodates two guests and features air conditioning, Wi-Fi, a kitchen, and parking, with live music venues such as SPACE a short walk away.

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.

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.

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.

Afrique Francaise de Woodlawn 1, a guesthouse in Chicago's Woodlawn neighbourhood, is situated 4 km from the Museum of Science and Industry and 8.4 km from Guaranteed Rate Field, offering easy access to these attractions and a glimpse into the area's history.
This 100 square metre self-catering property features one bedroom, one bathroom, sleeps two guests, and includes a private garden, terrace, parking, and a shared kitchen.

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.

Wrigleyville Suites, a guest house in Chicago, is located in the Wrigleyville district, a short walk from the Cubs Stadium and offering good public transport links to the city centre.
This accommodation provides a private room for two guests with a fridge, freezer, microwave, dishwasher, air conditioning, and garden, situated near local eateries and Divvy Bike stations.

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.

This Chicago guesthouse is located in Wicker Park and Bucktown, areas known for their architecture, offering 89 rooms with complimentary WiFi, air conditioning, and a swimming pool, with valet parking available for $49 per night.
Guests at this establishment can enjoy all-day brunch at Cafe Robey and rooftop cocktails at The Up Room, with the property being strictly non-smoking and accommodating up to four guests in a single bedroom and bathroom.