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

2 Star Hotels in Chicago

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2 Star Hotels in Chicago

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A compact kitchen with a microwave, coffee maker, and sink.

A restaurant with booths, tables, and a green wall in the background.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

1. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

$120

$142 total

includes taxes & fees

Nov 1 - Nov 2

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.

A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.

A modern hotel with multiple floors, a covered entrance, and a parking lot.

2. Hampton Inn & Suites Chicago Medical District UIC

Near West Side

$185

$220 total

includes taxes & fees

Nov 1 - Nov 2

A staircase with white railings and a chandelier.

A living room with a fireplace, a sofa, a staircase, and a door.

A corner room with a staircase, a fireplace, and large windows.

A modern bedroom with a bed, bedside tables, and a nightstand. There is a living area with a sofa and a coffee table. The room has large windows and a ceiling light.

3. The Den Hotel

Lakeview

$107

$126 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel with a glass facade, multiple floors, and a prominent sign.

A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

A modern living room with a large bookshelf, a sofa, a coffee table, and a view of the cityscape.

A hotel room with a large bed, a bedside table with a lamp, a small table, a chair, and a view of a building through the window.

4. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

$216

$257 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with a fireplace, a seating area with a sofa, a dining table with chairs, and a vending machine labeled "TREATS".

A hotel reception desk with a wooden finish and a large welcome sign above it.

A hotel room with two beds, a television, a desk, and a chair.

A gym with treadmills, a bench, kettlebells, and weight machines.

5. Hampton Inn by Hilton Chicago-Midway Airport

Bedford Park

$122

$143 total

includes taxes & fees

Nov 1 - Nov 2

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

A modern lobby with a vending machine, a statue, and an exit sign.

6. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

$131

$164 total

includes taxes & fees

Nov 1 - Nov 2

A modern interior with a bar area, seating, and decorative wooden panels.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

7. Best Western Grant Park Hotel

Downtown Chicago

$134

$159 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.

A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.

8. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Bedford Park

$139

$163 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a wooden floor, a staircase with a green accent, and a reception area with a sign reading "Welcome".

A buffet setup with coffee machines, milk dispensers, and food containers.

A modern living room with sofas, a coffee table, and a fireplace.

A Sleep Inn hotel with a prominent tower, a covered entrance, and a landscaped front yard.

9. Sleep Inn Midway Airport Bedford Park

Bedford Park

$103

$122 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A living room with a black patterned rug, a glass coffee table, a wooden dining table with chairs, a small bench, and a cityscape painting on the wall.

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

10. Dorothy's

Lakeview

$51

$95 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel room with a bed, a desk, a chair, a mirror, and a wardrobe.

A hotel with a prominent 'HOTEL CHICAGO' sign, modern architecture, and a street with light trails indicating traffic.

A spacious living room with a high ceiling, large windows, and a fireplace.

A spacious living area with a beige sofa, a round coffee table, and a potted plant.

11. Hotel Chicago West Loop, SureStay Collection by Best Western

Near West Side

$148

$176 total

includes taxes & fees

Nov 1 - Nov 2

A room with a brick wall, a large wooden door, a flat-screen TV, and a grey armchair.

A bedroom with a large bed, a bench, a chair, and a mirror.

A white door with a glass panel and a brass handle.

A modern kitchen with dark wood cabinets, a white countertop, and a built-in oven. There are two windows with patterned curtains, a stone accent wall, and a coffee maker on the counter.

12. The Golden Arm

West Town

$149

$175 total

includes taxes & fees

Oct 5 - Oct 6

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.

A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.

A dining area with a wooden table and chairs, a rock sculpture centerpiece, and a large green wall art piece.

A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.

13. Villa Dubois Guest House

Bronzeville

$135

$158 total

includes taxes & fees

Oct 14 - Oct 15

A modern living room with a grey sofa, a coffee table, and a bookshelf filled with books.

A cozy library with wooden tables and chairs, bookshelves, and a television.

A modern kitchen with dark blue cabinets, a white refrigerator, a microwave, a dishwasher, and a sink.

A hallway with a brick wall, a chandelier, and framed pictures.

14. Chicago Parthenon Hostel

Downtown Chicago

$118

$139 total

includes taxes & fees

Oct 13 - Oct 14

A modern apartment with a kitchen, dining area, and living room. It features a large window, a sofa, a dining table, and a kitchen with a microwave and refrigerator.

A modern living room with a dining area, large windows, and a view of a high-rise building.

15. ENVITAE Hotel

Near North Side

$176

$417 total

includes taxes & fees

Oct 26 - Oct 27

A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

A hotel room with a large window offering a cityscape view, including a prominent building with a clock tower.

A modern hotel lobby with a long reception desk, seating area, and large windows offering city views.

A gym with treadmills, a stationary bike, and a rowing machine, with a city view through large windows.

16. Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

$109

$130 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop terrace with lounge chairs and tables, offering a city skyline view.

A modern office space with two desks, each with a computer monitor, a printer, and a lamp. There is an exit sign on the ceiling.

A modern bar area with a stainless steel bar counter, multiple stools, a refrigerated display, and a large window offering a view of the city.

A hotel lobby with a reception desk, seating area, and a view of the city.

17. Best Western River North Hotel

Downtown Chicago

$144

$171 total

includes taxes & fees

Nov 1 - Nov 2

A grand staircase with marble steps and black balusters, leading to a lobby area with a chandelier and large windows.

A building with a balcony adorned with flower boxes containing various flowers, a sign for Holiday Inn Express, and a street view with parked cars and buildings in the background.

A modern lobby with a fireplace, comfortable seating, and artwork on the walls.

A buffet with labeled containers of omelets and other foods.

18. Holiday Inn Express Chicago - Magnificent Mile by IHG

Downtown Chicago

$148

$176 total

includes taxes & fees

Nov 1 - Nov 2

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.

19. The Villa Toscana

Lakeview

$74

$127 total

includes taxes & fees

Nov 1 - Nov 2

A three-tiered fruit basket on a wooden table against a wall with framed pictures.

A hotel room with two beds, a large window with a city view, a painting on the wall, and a lamp on the nightstand.

A kitchen counter with a microwave, two large containers, and baskets of bread and pastries.

A multi-story hotel with a modern design, featuring balconies with railings, large windows with curtains, and a parking area in front.

20. Heart O' Chicago

Edgewater

$105

$123 total

includes taxes & fees

Oct 15 - Oct 16

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

A river with a yellow boat and a white yacht. In the background, there are tall buildings and a bridge.

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.

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

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

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

A modern building with illuminated signage, surrounded by urban skyscrapers and a curved road with light trails.

A coastal cityscape with a long beach, dense urban buildings, and a clear blue sea.

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.

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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, including a historic tower and modern skyscrapers.

A historic building with a fountain in the foreground.

A cityscape at night with illuminated buildings, a large Christmas tree, and a statue.

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.

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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.

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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.

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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 Aragon Ballroom, both located nearby.

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A modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

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.

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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?

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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.

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A large metallic sphere sculpture in a public square surrounded by tall buildings.

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?

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A cityscape at night with illuminated buildings, a river, and a bridge.

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?

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A city street at night with illuminated buildings, a snow-covered sidewalk, and light trails from moving vehicles.

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, Water Tower Place, and 900 North Michigan Shops.

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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 museums and art galleries in the area too. If you think United Center is cool, you also might like Soldier Field and Wrigley Field, both located nearby.

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