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Luxury Hotels in Chicago
With remarkable business diversity, upscale shopping, world-class restaurants, and a beautiful cityscape that overlooks the shores of Lake Michigan, Chicago offers a range of things to do for the luxury traveler. Chicago’s major arterial Michigan Avenue extends from the ... read more
Gold Coast Historic District down all the way down past the University of Chicago and is home to major landmarks, including the Magnificent Mile, a one-of-a-kind shopping, restaurant, cultural and entertainment stretch of road that makes Chicago a unique destination for business or pleasure.

Located in the heart of downtown Chicago is the Willis Tower (formerly known as the Sears Tower), America’s second tallest building. It can be seen from prestigious hotels like the The Palmer House Hilton Chicago and the Trump International Hotel and Tower. Not only a great vantage point for tourists to take panoramic shots of the city skyline, the Willis Tower is also a great symbol of innovation and thriving business. If you’re in town for business, consider staying at one of the above hotels for absolute comfort and easy accessibility to a business center and wifi for productivity, as well as being close to the Willis Tower.

Also located in the heart of downtown is the Palmer House Chicago, which offers plush décor and plenty of desired amenities like an indoor swimming pool, health club, and a car service. For the luxury art enthusiast, Hotel Burnham carries with it notable benefits, including close proximity to two of Chicago’s greatest attractions-- Millennium and Grant Park. Sitting adjacently to downtown Chicago and near the Lake Michigan shoreline, these parks are both popular tourist destinations for public art and performances. Like Hotel Burnham, luxurious hotels like Hard Rock Chicago and The Palmer House Hilton can also be found within walking distance to Millennium and Grant. Located in the “Loop” community area of Chicago, Grant Park is also well known for conventions and public gatherings. It’s home to the annually rock music festival Lollapalooza and Chicago’s most stunning museum, The Art Institute of Chicago.

Like Millennium and Grant Park, Chicago’s bustling Theater District is home to the arts, where plenty of Broadway-style theater and entertainment can be found. Locales like the Oriental Theatre and Broadway in Chicago are within walking distance of the Hotel Allegro, a hotel designed in a beautifully dramatic Art Deco style. North of the Chicago River and the Theater District is the Near North Side neighborhood, which contains the impressive Waldorf Astoria Chicago, the Peninsula Chicago, The Four Seasons, and the historic Drake Hotel Chicago. Bordering Near North is River North, also home to an abundance of art galleries, like the Addington Gallery and the Jean Albano Gallery, both featuring contemporary art to inspire visitors. On the shore and next to Navy Pier, the W Hotel Chicago - Lakeside has a perfect setting in which to fully appreciate the beauty of Lake Michigan with spectacular views in newly renovated rooms.

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Luxury Hotels in Chicago 

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47 Results
  • The Palmer House Hilton

    17 East Monroe Street, Box 75845, Chicago, IL 60603
    Ranked #1 overall in Chicago hotels
    4.5
    28 reviews
    Hotel Class: 4

    Aside from housing the rich and famous during the 1893 World's Fair, the Palmer House also shares another piece of history with the exhibition. It was here that a pastry... more

    Popular withHistoryLocalLuxury
  • InterContinental Chicago

    505 North Michigan Ave, Chicago, IL 60611
    Ranked #2 overall in Chicago hotels
    4.5
    22 reviews
    Hotel Class: 4

    Perfect location to everything. Minutes from Navy Pier, CTA, Millennium Park, and more. We got upgraded because it was my birthday and anniversary. Rooms were really small and not the... more

    Popular withBusinessLuxuryOutdoor
  • Trump International Hotel & Tower Chicago

    401 N. Wabash Avenue, Chicago, IL 60611
    Ranked #3 overall in Chicago hotels
    4.5
    22 reviews
    Hotel Class: 5

    I've stayed in all but one of the 5 star properties in Chicago and I'd rate this one the best. The rooms are exceptional -- spacious, well appointed, great design,... more

    Popular withLuxuryTrendstersDesign
  • The Peninsula Chicago

    108 E Superior St, Chicago, IL 60611
    Ranked #4 overall in Chicago hotels
    5
    18 reviews
    Hotel Class: 5

    This hotel is a favorite for foodies for two reasons: Chef Lee Wolen's The Lobby, which boasts some of the best roast chicken in the city, and the all-you-can-eat weekend... more

    Popular withLuxuryBusinessFoodies
  • The Drake

    140 E. Walton Place, Magnificent Mile, Chicago, IL 60611
    Ranked #5 overall in Chicago hotels
    4.5
    17 reviews
    Hotel Class: 4

    The Drake is fancy living in a way that I thought only existed in movies until I went to the Drake. They got high ceilings, chandeliers, ornate carpeting. Soft inoffensive... more

    Popular withHistoryLuxuryTrendsters
  • theWit, a Doubletree Hotel

    201 N. State Street, Chicago, IL 60601
    Ranked #6 overall in Chicago hotels
    5
    14 reviews
    Hotel Class: 4

    This boutique hotel has a popular rooftop bar as well, perfect for summer evenings and weekend afternoons.

    Popular withTrendstersLGBTNightlife
  • W Chicago Lakeshore

    644 N Lake Shore Dr, Chicago, IL 60611
    Ranked #7 overall in Chicago hotels
    4.5
    13 reviews
    Hotel Class: 4

    Breezy views of the Lake and Navy Pier along with signature W amenities and a pool make the W Lakeshore a perfect choice for a summer stay.

    Popular withLGBTLuxuryTrendsters
  • Park Hyatt Chicago

    800 N Michigan Ave, Chicago, IL 60611
    Ranked #8 overall in Chicago hotels
    4.5
    11 reviews
    Hotel Class: 5

    The Park Hyatt has lots of design touches packed into its intimate setting. In addition to its sophisticated interior design, there is also fine art throughout the lobby and the... more

    Popular withLuxuryDesignBusiness
  • Hyatt Regency Chicago

    151 East Wacker Drive, Chicago, IL 60601
    Ranked #10 overall in Chicago hotels
    4
    15 reviews
    Hotel Class: 4

    Great if you're staying in the near tower. But if you're a priceline customer, they are probably going to stick you in the far building, which is a long walk.

    Popular withBusiness
  • Hard Rock Hotel Chicago

    230 North Michigan Avenue, Chicago, IL 60601
    Ranked #11 overall in Chicago hotels
    4
    12 reviews
    Hotel Class: 4

    The Hard Rock is housed in the famed Art Deco-style Carbide & Carbon skyscraper, which was completed in 1929. Inside, each floor is dedicated to a different famous recording artists,... more

    Popular withBusinessLuxuryLGBT
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