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308 Results
  • Palmer House a Hilton House
    Ranked #1 overall in Chicago hotels
    8.9
    Wonderful!
    37 reviews
    Popular withArtsyHistoryLuxury

    It is hands down one of the best hotels in chicago. The staff is always friendly and my room is spotless. The room service isn't that great compared to the ...

    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Airport Transfer
    • Pets Allowed
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  • The Drake, A Hilton Hotel
    Ranked #2 overall in Chicago hotels
    8.9
    Wonderful!
    32 reviews
    Popular withHistoryLuxuryArtsy

    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 ...

    • Fitness Center
    • Pets Allowed
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  • Hyatt Regency Chicago
    Ranked #3 overall in Chicago hotels
    8.1
    Wonderful!
    36 reviews
    Popular withBusinessLuxuryFamilies

    I was here for a work event. The room is so spacious, has floor to ceiling windows, and was beautifully decorated. The hotel itself is huge with two towers (east ...

    • Free WiFi
    • Fitness Center
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  • InterContinental Chicago Magnificent Mile
    Ranked #4 overall in Chicago hotels
    8.9
    Wonderful!
    28 reviews
    Popular withLuxuryBusinessAdventure

    What a beautiful location! The hotel is decorated in renaissance theme with a roaring 20's style pool.

    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • The Peninsula Chicago
    Ranked #5 overall in Chicago hotels
    9.4
    Wonderful!
    23 reviews
    Popular withLuxuryBusinessFoodies

    What is not to love about high tea at this hotel. Very attentive service and the food, especially the desserts, were fabulous. My only gripe is that the scones were ...

    • Free WiFi
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Hard Rock Hotel Chicago
    Ranked #6 overall in Chicago hotels
    8.7
    Wonderful!
    21 reviews
    Popular withBusinessNightlifeLuxury

    Beautifully restored building. The hotel is gorgeous and very chic! The food was excellent. Highly recommend!

    • Fitness Center
    • Pets Allowed
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  • theWit - A DoubleTree by Hilton
    Ranked #7 overall in Chicago hotels
    9.6
    Wonderful!
    18 reviews
    Popular withHipstersBusinessNightlife

    I've stayed at many hotels in Downtown Chicago and this is my favorite! The room was spacious and beautifully decorated and the bed was so comfortable! Trendy but not over-the-top ...

    • Restaurant
    • Fitness Center
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  • W Chicago - Lakeshore
    Ranked #8 overall in Chicago hotels
    8.2
    Wonderful!
    19 reviews
    Popular withHipstersLuxuryNightlife

    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.

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Kimpton Hotel Palomar Chicago
    Ranked #9 overall in Chicago hotels
    8.9
    Wonderful!
    16 reviews
    Popular withBusinessLuxuryArtsy

    Eclectic yet historical hotel! Cool details and interesting lobby. It has A nice restaurant attached. Nice staff.

    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • The James Chicago
    Ranked #10 overall in Chicago hotels
    9.7
    Wonderful!
    14 reviews
    Popular withLuxuryHipstersNightlife

    I love the James Chicago because it redefines the boutique hotel experience. It’s upscale and has a beautifully styled restaurant with outstanding service. In Chicago it’s important to have the ...

    • Free WiFi
    • Fitness Center
    • Pets Allowed
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  • Sofitel Chicago Magnificent Mile
    Ranked #11 overall in Chicago hotels
    9.6
    Wonderful!
    14 reviews
    Popular withFamiliesLuxuryNightlife

    Loved our stay there!

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
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  • Hilton Chicago
    Ranked #12 overall in Chicago hotels
    8.4
    Wonderful!
    16 reviews
    Popular withLuxuryBusinessFamilies

    While this hotel has rooms as low as $79/night, it also is home to the most expensive hotel suite in the Midwest. Refurbished in 2013, the Conrad Hilton Suite spans ...

    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Park Hyatt Chicago
    Ranked #13 overall in Chicago hotels
    9.3
    Wonderful!
    12 reviews
    Popular withLuxuryArtsyBusiness

    In all my Chicago hotel stays, this is the first room I’d ever seen where I could sit in the bathtub and see Lake Michigan. There was a sliding panel ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Millennium Knickerbocker Hotel Chicago
    Ranked #14 overall in Chicago hotels
    8.1
    Wonderful!
    14 reviews
    Popular withBusinessLuxuryHistory

    I recommend the Miillennium Knickerbocker because it's got fantastic location right off of Michigan Ave and is city center enough that you can hop on the next bus to get ...

    • Free WiFi
    • Restaurant
    • Fitness Center
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  • Swissotel Chicago
    Ranked #15 overall in Chicago hotels
    7.9
    Pretty good
    16 reviews
    Popular withBusinessHipstersAdventure

    Excellent customer service!

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Doubletree by Hilton Chicago Magnificent Mile
    Ranked #16 overall in Chicago hotels
    8.6
    Wonderful!
    13 reviews
    Popular withLuxuryNightlifeFoodies

    Great location in the middle of downtown AND YOU GET A FREE WARM COOKIE! Doubletree always knows how to cheer me up when you're exhausted from traveling. The hotel is ...

    • Free WiFi
    • Restaurant
    • Fitness Center
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  • Hostelling International Chicago
    Ranked #17 overall in Chicago hotels
    8.8
    Wonderful!
    12 reviews
    Popular withBackpackersStudentsHipsters

    I didn't stay at this Hostel so I think this review won't be helpful for you. I did Couchsurfing while staying in Chicago and the day of my departure I ...

    • Free WiFi
    • Free Breakfast
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  • Omni Chicago Hotel
    Ranked #18 overall in Chicago hotels
    8.7
    Wonderful!
    12 reviews
    Popular withFoodiesBusinessAdventure

    My mom and sister stayed at this hotel when they came to visit last summer and they were really happy with their room. One of my favorite features is the ...

    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Hotel Lincoln, a Joie de Vivre Hotel
    Ranked #19 overall in Chicago hotels
    8.7
    Wonderful!
    11 reviews
    Popular withHipstersArtsyFamilies

    What a fabulous hotel! Everything you could wish for if you want charm, local flavor, and sweet fun. Coffee shop and restaurant in the lobby. Rooftop bar with spectacular views. ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
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  • Chicago Marriott Downtown Magnificent Mile
    Ranked #20 overall in Chicago hotels
    8.5
    Wonderful!
    12 reviews
    Popular withBusinessHipstersLuxury

    Great hotel with rooms with awesome views of Chicago and excellent venue place for any kind of conference or event.

    • Free WiFi
    • Fitness Center
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  • Hotel Felix
    Ranked #21 overall in Chicago hotels
    8.9
    Wonderful!
    11 reviews
    Popular withArtsyGreenHipsters

    Conveniently located in downtown Chicago, Hotel Felix is Chicago's first eco-friendly boutique hotel. The decor is modern and quite luxurious, with generous space even in the single rooms (think king ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Cambria Hotel & Suites Chicago Magnificent Mile
    Ranked #22 overall in Chicago hotels
    8.7
    Wonderful!
    11 reviews
    Popular withHipstersLuxuryBusiness

    This hotel is a mix of modern art and homey comfort. The lobby is the kind that’s dark even in the daytime, the front desk made to look like stacks ...

    • Free WiFi
    • Restaurant
    • Fitness Center
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  • Waldorf Astoria Chicago
    Ranked #23 overall in Chicago hotels
    9.2
    Wonderful!
    10 reviews
    Popular withLuxuryBusinessArtsy

    When I stayed at the Elysian, I was absolutely amazed! :) I really enjoyed the personal service, as it seemed that everyone knew me by name. I went to Chicago ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Radisson Blu Aqua Hotel
    Ranked #24 overall in Chicago hotels
    8.9
    Wonderful!
    11 reviews
    Popular withBusinessLuxuryArtsy

    What a beautiful space! Aqua is a striking skyscraper, the tallest in the world designed by a female architect (Jeanne Gang), and the Radisson Blu Aqua is a gorgeous hotel. ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Congress Plaza Hotel
    Ranked #25 overall in Chicago hotels
    6.6
    Pretty good
    19 reviews
    Popular withHistoryStudentsLuxury

    I love an old historic hotel as much as the next guy, but there's a certain point when things need to be updated and fixed. My experience with the Congress ...

    • Free WiFi
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Sheraton Grand Chicago
    Ranked #26 overall in Chicago hotels
    7.6
    Pretty good
    14 reviews
    Popular withBusinessFamiliesNightlife

    Beds were a bit uncomfortable, for some reason. I could not stay asleep for more than 4 hrs at a time both nights I was there. The conference I was ...

    • Swimming Pool
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • W Chicago - City Center
    Ranked #27 overall in Chicago hotels
    7.7
    Pretty good
    13 reviews
    Popular withHipstersBusinessWellness

    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 ...

    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • The Blackstone A Renaissance Hotel
    Ranked #28 overall in Chicago hotels
    9.2
    Wonderful!
    10 reviews
    Popular withHistoryArtsyLuxury

    I haven't stayed at the Blackstone, but I had brunch downstairs in Mercat a la Planxa then took a social media tour with Gogobot Chicago. Not only didn't I know ...

    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Four Seasons Hotel Chicago
    Ranked #29 overall in Chicago hotels
    9.0
    Wonderful!
    10 reviews
    Popular withLuxuryBusinessFamilies

    This hotel is pretty breathtaking. I walked in and was in awe of the lobby and then someone told me that the lobby was actually on the seventh floor. The ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Kimpton Hotel Monaco Chicago
    Ranked #30 overall in Chicago hotels
    9.1
    Wonderful!
    9 reviews
    Popular withBusinessArtsyNightlife

    The first view of Hotel Monaco isn't impressive, but I was happy to see that the inside is nicer looking than the shabby awning outside. Some highlights: animal print robes ...

    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose

Chicago Hotels

Home of blues and jazz, the inspiration for the famous musical and with a reputation for being slightly breezy at times, Chicago is an exciting American city and a mix of metropolitan luxury and Midwest affability.

Chicago hotels range from the Raffaello Hotel with its roof-top sundeck on the Magnificent Mile, to Downtown Hotel 71 with panoramic river views. Historic Willows Hotel in the Lakeview neighbourhood is a great one for families with nice breakfasts and Wi-Fi while the Chicago Hostel is a great budget choice in The Loop area of the city, for travellers. Trump international Hotel and the beautiful Hotel Burnham are there if you have spare cash burning a hole in your wallet!

If you hire a car in Chicago you could explore nearby Indiana or Illinois but don’t go until you’ve moseyed around Lincoln Park, listened to live music in the Empty Bottle, been to a musical in the Broadway Chicago Theatre and listened to jazz and blues in the House of Blues. Learn more of the history of this musical genre in the fabulous Willie Dixon's Blues Heaven Foundation. Don’t forget to try the famous and ultimate Chicago contribution to world cuisine; the deep dish pizza! It’s messy to eat and definitely not diet food or the Italian beef sandwich of Chicago hot dog.

Book flights to Chicago to shop in independent bookstores and wonderful markets, bike the scenic outdoor Lakefront trails, watch the Chicago Bulls play basketball, skate in Midway Park or bask on the beaches of breath-taking Lake Michigan. With ethnic neighbourhoods, an African heritage and all-American culture, Chicago is as diverse a city as any out there.

If you need flights to Chicago airport Skyscanner can find you the lowest prices by searching hundreds of airlines and routes. If you want flights from Chicago airport why not search 'everywhere' and be inspired to travel somewhere new or search by date, month or even the whole year to find your ideal destination with Skyscanner's fast, free and flexible search.

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