With no shortage of nicknames - Chicago is known nationwide as “the Second City” or the “Windy City” - and plenty of local character, the biggest and best-known city in Illinois is a place well worth visiting. Anyone looking for green space and the chance to stretch their legs will love Millennium Park, while the Willis Tower (formerly known as the Sears Tower) dominates the skyline as one of the world’s tallest buildings. On the shores of the colossal Lake Michigan, Chicago offers plenty for the tourist to enjoy; its wonderful range of street foods include pizza puffs and Polish sandwiches, its Philharmonic Orchestra is one of the world’s most famous, and its sports teams are legendary - especially the Bulls basketball team. In short, there is plenty to see and do here, and you should check out these Bed and Breakfasts in Chicago, Illinois for first-rate accommodation
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.
1. The Sono Chicago (from USD 212)
Located in the heart of Chicago’s architecturally-interesting Old Town, The Sono is a perfect place to rest your head on your trip to the Windy City. Here, you’ll be within 1.1 mi (1.7 km) of the city’s bustling Magnificent Mile, making this an ideal base from which to see Chicago at its finest. Each room has a flat-screen TV with premium cable channels, as well as an ensuite bathroom with a large shower, and you’ll find Lincoln Park Zoo in close range for sight-seeing purposes.
The Sono Chicago
Address: 1428 North Cleveland
1.61 km (1.0 mi) from Lincoln Park Zoo
2. The Publishing House Bed and Breakfast (from USD 200)
Reasonably priced for the quality and location.
Beautifully designed spaces, comfortable beds, and lovely bathroom products. Communal areas are inviting and cozy.
Superb location in the hip West Loop neighborhood, with easy access to attractions and public transportation.
Amazing homemade breakfast with great quality, variety, and made-to-order options. The food scene in West Loop is unbeatable.
The impressive exterior of The Publishing House is matched only by the high quality on offer inside - this is a perfect spot for you if you enjoy skyline views and plenty of amenities. Rarely for a B&B, this accommodation has a hairdressing salon inside, which is great news if you want to look your best when heading out to any of the numerous excellent restaurants in the vicinity. The property is in the West Loop area of the city, home to what locals refer to as “Restaurant Row”.
The Publishing House Bed and Breakfast
Address: 108 North May Street
4.65 km (2.9 mi) from Lincoln Park Zoo
3. Ray's Bucktown Bed and Breakfast (from USD 141)
Reasonable pricing for a B&B with unique character and exceptional service.
Quirky decor, communal spaces, and thoughtful touches like complimentary snacks and water.
Conveniently situated in a walkable neighborhood with easy access to public transportation and secure parking.
Delicious made-to-order breakfast with plenty of options, accommodating staff, and a cozy dining atmosphere.
This B&B is located in Bucktown - just about the trendiest area in the city these days. There’s a lot you’ll find here that isn’t on offer in a lot of other places. To mention just a few, you’ll have access to a communal sauna, and in-room breakfast service. Each room is uniquely decorated, and all have hardwood floors. The B&B is a short distance from the city’s DePaul University, and younger travellers will certainly appreciate the range of cool eateries and shopping opportunities on offer in the vicinity.
Ray's Bucktown Bed and Breakfast
Address: 2144 North Leavitt
4.08 km (2.6 mi) from Lincoln Park Zoo
4. Villa D' Citta (from USD 205)
Reasonable pricing for a B&B with free breakfast and kitchen access.
Beautiful old home with spacious rooms, fully available kitchen, large walk-in shower, and attentive hosts.
Convenient access to Fullerton Station, DePaul University campus, and nearby restaurants and bars.
Delicious homemade breakfast, well-stocked kitchen, and Mexican-style breakfast options.
The name is Italian - it translates as “City Manor” - and the styling of this excellent B&B is very much an Italian theme, too. Guests to Villa D’ Citta will very much appreciate its location in the Lincoln Park area, close to the city’s famous zoo, and all rooms have large windows to offer a superb view over the pleasant neighbourhood you’ll be located in. Rooms feature flat-screen TVs and you’ll also love the private grotto and BBQ facilities in the garden area.
Villa D' Citta
Address: 2230 North Halsted Street
1.27 km (0.8 mi) from Lincoln Park Zoo
5. Wicker Park Inn (from USD 202)
Good value for money with no hidden fees and complimentary snacks for guests.
Tastefully appointed, spacious rooms with full kitchen and secure, soundproof walls.
Perfectly situated in the historic Wicker Park neighborhood with easy access to great restaurants and attractions.
Excellent breakfast spread with friendly staff, though some guests desired more early breakfast options and less strong-smelling cleaning supplies.
The Wicker Park Inn, located in the neighbourhood of the same name, is a B&B that’s strong on luxury, with extremely comfortable bedding. Many rooms also have a sofa, as well as being styled with impressive exposed brickwork. The location is close to Chicago’s standout areas such as the Magnificent Mile and Millennium Park, and a daily continental breakfast includes a mouth-watering spread with croissant sandwiches, eggs and fresh fruit among the delights on offer. The property also has free WiFi throughout.
Wicker Park Inn
Address: 1329 North Wicker Park Avenue
3.66 km (2.3 mi) from Lincoln Park Zoo
6. The Greenleaf House (from USD 56)
Affordable pricing for spacious and cozy rooms, with free parking
Well-equipped kitchen, clean facilities, secure access, and pet-friendly
Great location near the beach and Red Line train, with easy access to public transportation
Complimentary breakfast items, free coffee, and convenient nearby dining options
The Greenleaf House is located near the Rogers Park area of the city, one of the most popular parts of the North Side of the city. With plenty of shops to explore and pleasant restaurants to sample, you’ll find no shortage of ways to pass the time in the area, and you can travel a few miles to be at the Chicago Cubs’ Wrigley Field. Each room has air-conditioning and free WiFi, and this is also one of the few accommodation options in the city with its own tennis court. After a day of sight-seeing, you’ll also find the shared lounge area to be very much to your taste.
The Greenleaf House
Address: 1320 West Greenleaf Avenue
10.19 km (6.4 mi) from Lincoln Park Zoo
7. The Polo Inn Bed and Breakfast (from USD 270)
Reasonable pricing with free parking and proximity to attractions.
Charming, spacious rooms with a homey atmosphere and secure facilities.
Located in a quiet, walkable neighborhood with easy access to restaurants and art facilities.
Delicious, cooked-to-order breakfast with a unique Sunday gospel brunch experience.
Located in the Bridgeport area of the city, the Polo Inn is a cheerful, friendly B&B which will appeal to a wide range of tourists. Each day, guests are provided with a free breakfast voucher, and you’ll also have access to the on-site diner (The Polo Cafe). Baseball fans (unless they root for the Cubs) will be delighted to know that the B&B is located just three minutes by car from Cellular Field, the home of the White Sox. Each suite offers free Internet access, and access to the rooms is granted by safety-first fingerprint locks.
The Polo Inn Bridgeport U.S.A.
Address: 3322 South Morgan Street
9.9 km (6.2 mi) from Lincoln Park Zoo
8. Welcome Inn Manor (from USD 168)
The Welcome Inn Manor is located in historic Bronzeville, a centre of African-American history and one of the city’s most worthwhile stopping points. The city centre is less than 15 minutes’ drive away, and Millennium Park is also close to hand - as is Chicago’s most famous landmark the Willis (Sears) Tower. Some of the suites here include well-equipped kitchenettes, while all have at least a refrigerator and, along with the antique furnishings in the B&B and the history of the area, all of these little touches make the Welcome Inn a fine place to stay.
Welcome Inn Manor
Address: 4563 South Michigan Avenue
12.32 km (7.7 mi) from Lincoln Park Zoo
9. Just Minutes from Downtown Chicago (from USD 145)
Close to the home stadium of the Chicago White Sox, this downtown B&B in the prestigious Bronzeville neighbourhood of Chicago is a perfect B&B for couples seeking to see the city in style and comfort. The rooms offer air-conditioning and free WiFi, and there is a generous outdoor terrace area to sit out in on warmer days. Each room has a flat-screen TV with cable channels. If you’re planning plenty of shopping and sight-seeing as part of your break in Chicago, then you can’t go wrong with this excellent B&B.
Just Minutes from Downtown Chicago
Address: 534 East 45th Street
12.18 km (7.6 mi) from Lincoln Park Zoo
10. Lang House B&B (from USD 169)
Visitors to Chicago looking for a little luxury could do much worse than check into this exceptional B&B. Not only will you have your own ensuite bathroom, but each of these private bathrooms has a heated marble floor. Each room also has a 32-inch flat screen TV, and at the property, you’ll also have access to a shared sauna. Each morning, you’ll have the chance for a complimentary continental breakfast. Attractions such as the Lincoln Park Zoo and Navy Pier are within 20 minutes’ drive, and Northwestern University is just 3.1 mi (5 km) from the B&B.
Lang House B&B - Chicago
Address: 7421 North Sheridan Road
10.89 km (6.8 mi) from Lincoln Park Zoo
These Windy City accommodations will blow you away
The many joys of Chicago will not be lost on anyone who visits - particularly if you are one of the many people who find New York to be a little pretentious and pleased with itself. Chicago is really more of a homey kind of city, and you’ll appreciate the self-effacing charms of the Windy City all the more for the fact that crowds are smaller, and the chances to see the city’s finest attractions more plentiful and relaxed. All in all, with these cosy B&B accommodations included, you’ll find Chicago to be your kind of city.
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