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  • 1
    theWit, a Doubletree Hotel

    theWit, a Doubletree Hotel

    Class:
    14 reviews

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

    Popular withTrendstersLGBTNightlife
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  • 2
    W Chicago Lakeshore

    W Chicago Lakeshore

    Class:
    14 reviews

    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
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  • 3
    Hotel Allegro Chicago - a Kimpton Hotel

    Hotel Allegro Chicago - a Kimpton Hotel

    Class:
    7 reviews
    Very Good! - 82% of guests recommend

    Put on your leopard print bathrobe and unleash your inner sex kitten at the Hotel Allegro Chicago. Seriously, there's leopard print bathrobes in the closet! Awesome. Next, head out in the North Loop neighborhood to check out a show in the theatre district and do some shopping along the Magnificent Mile.

    Popular withGreenLuxuryLGBT
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  • 4
    Trump International Hotel & Tower Chicago

    Trump International Hotel & Tower Chicago

    Class:
    23 reviews
    Excellent! - 94% of guests recommend

    The last time I was here, I saw Derrick Rose (Bulls) stroll through the lobby and not a soul stopped to ask for a picture (though I'm sure we all wanted to) because it's just not that kind of place. With floor to ceiling windows, free wi-fi, and excellent cocktail lounge and some of the best views in the city- ...

    Popular withLuxuryTrendstersDesign
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  • 5
    The Peninsula Chicago

    The Peninsula Chicago

    Class:
    19 reviews
    Excellent! - 95% of guests recommend

    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 chocolate buffet.

    Popular withLuxuryBusinessFoodies
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  • 6
    Park Hyatt Chicago

    Park Hyatt Chicago

    Class:
    11 reviews
    Excellent! - 94% of guests recommend

    Great property all around. I'd add this to the Trump as my other favorite hotel in Chicago. Exceptional design, comfortable rooms, and excellent F&B. What really stood out for me is the service level. The staff are warm and attentive and it feels like they really care about guests in a very unpretentious and genuine way. This is a true ...

    Popular withLuxuryDesignBusiness
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  • 7
    Hard Rock Hotel Chicago

    Hard Rock Hotel Chicago

    Class:
    14 reviews
    Very Good! - 81% of guests recommend

    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, with hundreds of thousands of dollars worth of memorabilia on display.

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  • 8
    Waldorf Astoria Chicago

    Waldorf Astoria Chicago

    Class:
    9 reviews
    Excellent! - 92% of guests recommend

    A-mazing! Close to Le Colonial & Barney's (BEST men's store!)

    Popular withLuxuryTrendstersDesign
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  • 9
    W Chicago - City Center

    W Chicago - City Center

    Class:
    10 reviews
    Good! - 77% of guests recommend

    The views out the window of my room were fabulous. Be sure to visit the rooftop restaurant which carries late hours for cocktails and small bites. Had a really great stay here. Also, for those who need a little pampering they have a great spa as well! Highly recommended!

    Popular withTrendstersBusinessWellness
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  • 10
    Doubletree Hotel Chicago Magnificent Mile

    Doubletree Hotel Chicago Magnificent Mile

    Class:
    6 reviews
    Very Good! - 82% of guests recommend

    This hotel seems to be a bit older but has a great location right off Michigan Avenue.

    Popular withFoodiesLocalLuxury
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  • 11
    Congress Plaza Hotel

    Congress Plaza Hotel

    Class:
    12 reviews
    Mediocre - 67% of guests recommend

    Chicago's historic and haunted hotel is a great choice for a bit of luxury with a tale to tell. Al Capone reportedly spent time here, and so many U.S. Presidents held meetings here that it earned the hotel the nickname 'Home of Presidents.'

    Popular withHistoryLuxuryLocal
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  • 12
    City Suites Hotel

    City Suites Hotel

    Class:
    5 reviews
    Very Good! - 80% of guests recommend

    Far from fancy, City Suites nevertheless offers the essentials for those looking to stay away from downtown. I didn’t feel like the hotel was particularly spacious, though the location is probably its biggest selling point. Belmont Avenue offers several shops and restaurants within the immediate vicinity, and visitors can also catch a concert or movie at nearby Vic Theater. Wrigley ...

    Popular withTrendstersNightlifeLGBT
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  • 13
    The Palmer House Hilton

    The Palmer House Hilton

    Class:
    29 reviews
    Very Good! - 83% of guests recommend

    Gorgeous hotel! Did you know this is where the brownie was invented? Bertha Palmer asked the hotel chefs to create a sweet treat for the women's Pavilion at the world's Columbian exposition of 1893.

    Popular withHistoryLuxuryLocal
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  • 14
    InterContinental Chicago

    InterContinental Chicago

    Class:
    22 reviews
    Very Good! - 81% of guests recommend

    The hotel is slightly older but well-maintained. The views are amazing and depending on the floor that you're on you can see an up close skyline of Chicago. I love that you walk out of the door and you're in the center of the city. And the junior size Olympic swimming pool is to die for!

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  • 15
    The Drake

    The Drake

    Class:
    19 reviews
    Excellent! - 86% of guests recommend

    If you want to stay somewhere famous, The Drake is the place for you! Not only has this extravagant hotel starred in movies like What Women Want, Mission: Impossible, and Risky Business, it has also hosted Princess Diana. Even my grandmother tells me stories of when she and my grandpa stayed here decades ago.

    Popular withHistoryTrendstersLuxury
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  • 16
    The James Chicago - Magnificent Mile

    The James Chicago - Magnificent Mile

    Class:
    13 reviews
    Excellent! - 90% of guests recommend

    Really like the James. They are a pet friendly modern hotel right off Miracle Mile. Close to shopping, lots of restaurants and other sites you'd want to visit in Chicago. Rooms are modern and welcoming and I have nothing bad to say about the service.

    Popular withLuxuryTrendsters
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  • 17
    Hyatt Regency Chicago

    Hyatt Regency Chicago

    Class:
    16 reviews
    Excellent! - 85% of guests recommend

    The location is excellent. Water taxi nearby, magnificent mile just a few steps away. Keefer's restaurant just a few minutes away. Nothing to complain about the hotel - just a normal business hotel. Wifi availability was not good around the hotel conference areas. The conference areas were a maze with some places quite far apart.

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  • 18
    Four Seasons Hotel Chicago

    Four Seasons Hotel Chicago

    Class:
    10 reviews
    Excellent! - 94% of guests recommend

    In a city of four seasons, The Four Seasons Hotel fits right in. Expect luxury throughout the hotel and attention to detail in every room. Catch an incredible view of the lake as you enjoy one of the best brunches in town.

    Popular withLuxuryBusinessFamilies
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  • 19
    Sofitel Chicago Water Tower

    Sofitel Chicago Water Tower

    Class:
    9 reviews
    Excellent! - 92% of guests recommend

    excellent hotel, nice rooms, its one of the best in Chicago.

    Popular withTrendsters
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  • 20
    MileNorth

    MileNorth

    Class:
    9 reviews

    Formerly the Affinia Hotel, MileNorth is a newly renovated hotel and it definitely shows. With the renovation, a new restaurant, Ferris

    Popular withTrendstersLocalAdventure
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