5 Star Hotels in Chicago

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5 Star Hotels in Chicago

A cityscape with a river, a bridge, and a dining area with tables and chairs.

A modern hotel room with large windows, white furniture, and a view of tall buildings.

A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

A modern hotel room with large floor-to-ceiling windows offering a city view.

1. Trump International Hotel & Tower Chicago

Downtown Chicago

$461

$548 total

includes taxes & fees

Nov 1 - Nov 2

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

A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.

A modern dining area with round tables, comfortable chairs, and a dessert display.

2. The Langham, Chicago

Downtown Chicago

$544

$647 total

includes taxes & fees

Nov 15 - Nov 16

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

A rooftop bar with seating and a view of the city skyline at night.

A modern bar area with a checkered floor, bar stools, and a bartender.

3. The Peninsula Chicago

Downtown Chicago

$625

$743 total

includes taxes & fees

Nov 15 - Nov 16

A person sitting by a window with a view of a cityscape, including a tall tower.

A group of people on a boat with a city skyline in the background.

A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

4. Four Seasons Hotel Chicago

Downtown Chicago

$515

$612 total

includes taxes & fees

Nov 15 - Nov 16

A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.

A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.

5. The St. Regis Chicago

Downtown Chicago

$554

$659 total

includes taxes & fees

Nov 12 - Nov 13

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.

A bar area with a long counter, multiple stools, and a seating area with a booth.

A couple dining on a balcony with a cityscape view.

6. Waldorf Astoria Chicago

Downtown Chicago

$531

$632 total

includes taxes & fees

Nov 15 - Nov 16

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

A rooftop terrace with a view of a city skyline at dusk.

A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.

7. Nobu Hotel Chicago

Downtown Chicago

$455

$566 total

includes taxes & fees

Nov 15 - Nov 16

A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

A modern lobby with a central seating area, large windows, and a decorative ceiling feature.

A spacious lobby with a central seating area, a reception desk, and a large chandelier.

A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

8. The Ritz-Carlton, Chicago

Downtown Chicago

$463

$551 total

includes taxes & fees

Nov 15 - Nov 16

A couple dining at a table with a view of a cityscape and a sunset.

A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

9. Park Hyatt Chicago

Downtown Chicago

$533

$633 total

includes taxes & fees

Nov 15 - Nov 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 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.

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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 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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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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