B&B in Chicago

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

B&B in Chicago

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chicago on Hotels.com. These Chicago B&B consistently deliver on quality, location and traveler experience. Last updated on September 2, 2026.

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

A spacious room with hardwood flooring, a stone fireplace, a door with glass panels, and a vase on the floor.

A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.

The Sono Chicago

Near North Side

CNY1,082

CNY1,271 total

includes taxes & fees

Sep 7 - Sep 8

A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

A kitchen with a large island, hanging kitchen tools, and a brick wall.

A modern hotel interior with a glass railing, a neon sign, a bar area, and a patterned rug.

A restaurant interior with wooden tables and chairs, a bar area with wine bottles, and a red booth.

The Publishing House B&B

Downtown Chicago

CNY1,584

CNY1,788 total

includes taxes & fees

Sep 7 - Sep 8

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

A modern kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a glass dining table with chairs.

A kitchen with a dining table set for a meal, a dog sitting at the table, and various kitchen appliances and utensils.

A bedroom with a bed, pillows, a painting, wall-mounted candelabras, and a window with curtains.

Dorothy's

Lakeview

CNY973

CNY1,445 total

includes taxes & fees

Sep 13 - Sep 14

A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

A kitchen with a wooden table, four wooden chairs, a coffee maker, and various kitchen utensils.

A narrow brick alley with a tree in the center, surrounded by potted plants and greenery.

A staircase with a wooden handrail and a mirror above it.

The Villa Toscana

Lakeview

CNY460

CNY809 total

includes taxes & fees

Sep 7 - Sep 8

A bathroom with a glass-tiled wall, a sink, and a shower area.

A cozy interior with a wooden staircase, a seating area with chairs and a table, and shelves with various items.

A patio with a grill, outdoor seating, and potted plants.

Ray's Bucktown B&B

Bucktown

CNY1,162

CNY1,311 total

includes taxes & fees

Sep 7 - Sep 8

A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

A modern living room with leather sofas, a coffee table, a TV, and a dining area with natural light.

A modern brick building with large windows, a covered entrance, and a tree-lined street.

A patio with a brick floor, metal chairs, a round table, and a blue umbrella.

House 5863 - Chicago Bed and Breakfast

Edgewater

CNY847

CNY1,409 total

includes taxes & fees

Sep 9 - Sep 10

A grand foyer with a wooden staircase, a chandelier, and a large window.

A courtyard with brick arches, outdoor seating, and potted plants.

A room with a wooden table, a coffee machine, a clock, and a framed sign on the wall.

A spacious dining area with a long wooden table, ornate chairs, and a chandelier.

Villa D' Citta

Lincoln Park

CNY2,157

CNY2,532 total

includes taxes & fees

Sep 7 - Sep 8

A brick building with a sign for The Wicker Park Inn, including a phone number and website.

A bedroom with a brick wall, a flat-screen TV, a bed with white bedding, a floral wall tapestry, and a small table with chairs.

A dark blue door with a small window above it, flanked by two potted plants.

A modern kitchen with white subway tiles, a stainless steel range hood, and a double oven. There are three yellow stools at the island.

Wicker Park Inn

West Town

CNY1,986

CNY2,331 total

includes taxes & fees

Sep 3 - Sep 4

A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a red coffee machine.

A neatly arranged bedroom with a large bed, bedside lamps, a nightstand, a dresser, and a built-in fireplace.

A cozy living room with a brown leather sofa, a matching ottoman, a wooden side table with a lamp, and a wooden chair with a book.

Harvey House Bed & Breakfast

Oak Park

CNY1,549

CNY1,719 total

includes taxes & fees

Sep 7 - Sep 8

See more properties

Top neighborhoods in Chicago

A river with yellow boats, a bridge, and tall buildings.

A nighttime cityscape with illuminated buildings and a bridge over a river.

A nighttime cityscape with illuminated skyscrapers and a river.

A city skyline with modern skyscrapers, a marina with boats, and a park with people walking.

A river with a bridge, modern buildings, and a historic tower.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

See properties

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

A river with boats, tall buildings, and a bridge.

A Trump Building with a glass facade reflecting the cityscape.

A large, historic building with a central tower and multiple windows, located near a body of water.

A nighttime cityscape with illuminated buildings, a river, and a bridge.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

See properties

A historic castle-like building with intricate stonework and a paved walkway.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.

A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

See properties

A cityscape with modern skyscrapers and a curved highway.

A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.

A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.

A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.

A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide sidewalks and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

See properties

A river with a city skyline in the background, surrounded by green trees and grass.

A city skyline with a river, green spaces, and a baseball field.

A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

See properties

Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (11,704 reviews)

Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Wrigley View Rooftop, both located nearby.

See properties

A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

See properties

A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Imagine soaking up the atmosphere at Soldier Field, a major stadium in Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area. If you think Soldier Field is cool, you also might like United Center and Wintrust Arena, both located nearby.

See properties

A modern cityscape with tall buildings, a clear sky, and a tree-lined street.

McCormick Place

8.8/10 (9,822 reviews)

McCormick Place is worth a pic or two when discovering Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area.

See properties

A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)

Millennium Park is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

See properties

A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)

Chicago Riverwalk is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

See properties

A busy urban street with a train crossing, tall buildings, and a tram.

Michigan Avenue

9.4/10 (15,813 reviews)

If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Shops at North Bridge, Chicago Place Mall, and Water Tower Place.

See properties

A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)

Why not catch an event at United Center, a major stadium in Near West Side. Let yourself be amazed at the art galleries and museums in the area too. If you think United Center is cool, you also might like Soldier Field and Wrigley Field, both located nearby.

See properties

Chicago and related destinations

Towering skyscrapers create a skyline that seems to rise straight from Lake Michigan's blue waters. The Art Institute houses masterpieces while Millennium Park's reflective 'Bean' sculpture distorts the city in delightful ways. Navy Pier offers carnival-like fun with a giant Ferris wheel providing spectacular views. Wrigley Field remains gloriously old-school, where ivy-covered walls and hand-turned scoreboards transport baseball fans to another era. Deep-dish pizza at local institutions sparks fierce debates about whose crust reigns supreme. The Chicago River's architecture boat tours reveal how the city rebuilt itself after the Great Fire. Field Museum's Sue, the world's most complete T-Rex, stares down visitors with 65-million-year-old intensity.

See all hotels in Chicago

A river with a yellow boat, surrounded by tall buildings and a bridge.

Find out more about Chicago

Chicago is a scenic place known for its skyscrapers, architecture, and riverfront. Nature lovers can explore top areas such as Millennium Park and Grant Park. Soldier Field and Navy Pier are other popular sights to see.

Keep exploring

Book B&B in Chicago on Hotels.com