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308 Results
  • Chicago Athletic Association
    Ranked #61 overall in Chicago hotels
    8.8
    Wonderful!
    5 reviews
    Popular withLuxuryHipstersNightlife

    An upscale place with a throwback vibe. There are cool games and ample open spaces. This place is pricey, so prepare your wallet.

    • Free WiFi
    • Fitness Center
    • Pets Allowed
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  • Soho House Chicago
    Ranked #61 overall in Chicago hotels
    10.0
    Exceptional!
    4 reviews
    Popular withHipstersNightlifeArtsy
      ReviewsPhotosAmenitiesMaploadingclose
    • Loews Chicago Hotel
      Ranked #62 overall in Chicago hotels
      8.4
      Wonderful!
      5 reviews
      Popular withLuxuryNightlifeHipsters

      Both a hotel and private apartment residences, the Loews building is very tall, but that doesn’t necessarily make it easier to get to since it’s tucked away on a side ...

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      • Pets Allowed
      ReviewsPhotosAmenitiesMaploadingclose
    • Chicago South Loop Hotel
      Ranked #64 overall in Chicago hotels
      7.3
      Pretty good
      6 reviews
      Popular withBusinessFamiliesLuxury

      The South Loop Hotel is located in a newer building, and boasts updated facilities. The spacious lobby includes a cafe and a gift shop that doubles as a miniature convenience ...

      • Free WiFi
      • Fitness Center
      • Free Parking
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    • Holiday Jones
      Ranked #65 overall in Chicago hotels
      9.0
      Wonderful!
      4 reviews
      Popular withFoodiesBackpackersHipsters

      For budget travelers, there are few better choices in Chicago than Holiday Jones. Located right by both the rail station and Wicker Park, you can stay and explore all of ...

      • Free WiFi
      • Free Breakfast
      • Free Parking
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    • River Hotel
      Ranked #66 overall in Chicago hotels
      6.9
      Pretty good
      7 reviews
      Popular withNightlifeFamiliesBusiness

      Location was perfect, walking distance to many places in downtown Chicago that we liked to see, Magnificent Mile, Millennium Park and Theatre District to name a few. The room was ...

      • Free WiFi
      • Restaurant
      • Fitness Center
      ReviewsPhotosAmenitiesMaploadingclose
    • JW Marriott Chicago
      Ranked #67 overall in Chicago hotels
      8.5
      Wonderful!
      4 reviews
      Popular withBusinessArtsyLuxury

      This hotel is architecturally impressive, with a gorgeous, marble-everything lobby. It's formal and luxurious which, frankly, made me feel a little unwelcome. The staff--the huge staff--wears secret service-like earpieces and ...

      • Swimming Pool
      • Fitness Center
      ReviewsPhotosAmenitiesMaploadingclose
    • Hyatt Centric Chicago Magnificent Mile
      Ranked #68 overall in Chicago hotels
      8.0
      Wonderful!
      5 reviews
      Popular withBusinessFamiliesLuxury

      Located in the middle Northwestern hospital district, this Hyatt is ideal for its proximity to Michigan Avenue’s attractions. This hotel is in a very busy section of the Magnificent Mile ...

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      • Airport Transfer
      • Pets Allowed
      ReviewsPhotosAmenitiesMaploadingclose
    • Hampton Inn & Suites Chicago - Downtown
      Ranked #69 overall in Chicago hotels
      8.5
      Wonderful!
      4 reviews
      Popular withArtsyBusinessHipsters

      Soft, tranquil music and a large floral backdrop made me feel instantaneously calm as I walked into the Hampton Inn and Suites. Yellow and gray decor throughout the lobby also ...

      • Free WiFi
      • Swimming Pool
      • Fitness Center
      • Free Breakfast
      ReviewsPhotosAmenitiesMaploadingclose
    • The Tremont Chicago Hotel at Magnificent Mile
      Ranked #70 overall in Chicago hotels
      6.9
      Pretty good
      7 reviews
      Popular withHistoryFoodiesBusiness

      When a hotel is located around the block from a Bentley dealership, one can pretty much expect what they’re getting themselves into. The Tremont is vintage Chicago, boasting an uncluttered ...

      • Restaurant
      • Fitness Center
      ReviewsPhotosAmenitiesMaploadingclose
    • Comfort Suites Chicago
      Ranked #71 overall in Chicago hotels
      7.2
      Pretty good
      5 reviews
      Popular withStudentsFamiliesBusiness

      Comfort Suites keeps to the name by making everything about the hotel home like and comfortable. The kitchens are large, and make it really convenient to prepare meals and cook. ...

      • Free WiFi
      • Fitness Center
      • Free Breakfast
      ReviewsPhotosAmenitiesMaploadingclose
    • Holiday Inn Chicago Mart Plaza River North
      Ranked #72 overall in Chicago hotels
      7.2
      Pretty good
      5 reviews
      Popular withFamiliesNightlifeArtsy
      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      ReviewsPhotosAmenitiesMaploadingclose
    • Hampton Inn Chicago Downtown/Magnificent Mile
      Ranked #73 overall in Chicago hotels
      7.2
      Pretty good
      5 reviews
      Popular withBusinessSolo FemaleFamilies

      The décor in this hotel did not blow my mind, but it’s definitely nice enough for a short stay. The lobby has a nice stacked-stone fireplace and some modern, cube-shaped ...

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      • Free Breakfast
      • Pets Allowed
      ReviewsPhotosAmenitiesMaploadingclose
    • Londonhouse Chicago, Curio Collection By Hilton
      Ranked #73 overall in Chicago hotels
      10.0
      Exceptional!
      3 reviews
      Popular withLuxuryBusinessHipsters
        ReviewsPhotosAmenitiesMaploadingclose
      • Thompson Chicago, a Thompson Hotel
        Ranked #75 overall in Chicago hotels
        9.3
        Wonderful!
        3 reviews
        Popular withLuxuryFoodiesArtsy

        High priced boutique hotel in the heart of Chicago. Comfortable place with all the amenities. Advantage of being walking distance to so many of the best restaurants and activities in ...

        • Free WiFi
        • Restaurant
        • Fitness Center
        • Pets Allowed
        ReviewsPhotosAmenitiesMaploadingclose
      • Hotel Blake
        Ranked #76 overall in Chicago hotels
        7.5
        Pretty good
        4 reviews
        Popular withBusinessHistoryAdventure

        Everyone at the Wyndham Blake was so polite and made sure to offer the best rates for staying at their hotel. Multiple people were working the desk and they all ...

        • Free WiFi
        • Restaurant
        • Fitness Center
        ReviewsPhotosAmenitiesMaploadingclose
      • Inn of Chicago Magnificent Mile, an Ascend Collection hotel
        Ranked #77 overall in Chicago hotels
        5.8
        It was okay
        9 reviews
        Popular withLuxuryBusinessArtsy

        Built in 1928 (with the hall-closet sized elevators to prove it) this hotel has a newly renovated hip and attractive lobby punctuated with comfy angular furniture and subtly luxurious textures ...

        • Fitness Center
        ReviewsPhotosAmenitiesMaploadingclose
      • Virgin Hotels Chicago
        Ranked #78 overall in Chicago hotels
        8.7
        Wonderful!
        3 reviews
        Popular withArtsyBusinessNightlife

        I've stayed at the Virgin Hotel on a few business trips and am impressed. The location is fantastic, right on the Chicago River and easy access to the lakefront, Grant ...

        • Free WiFi
        • Fitness Center
        • Pets Allowed
        ReviewsPhotosAmenitiesMaploadingclose
      • City Suites Hotel
        Ranked #79 overall in Chicago hotels
        6.8
        Pretty good
        5 reviews
        Popular withNightlifeHipstersStudents

        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 ...

        • Free WiFi
        • Fitness Center
        • Free Breakfast
        ReviewsPhotosAmenitiesMaploadingclose
      • The Westin Chicago River North
        Ranked #80 overall in Chicago hotels
        7.5
        Pretty good
        4 reviews
        Popular withBusinessFamiliesNightlife

        This is a big, sleek hotel located adjacent to the river in the heart of the city (or near enough). The entry is wedged between two skyscrapers, so it’s not ...

        • Free WiFi
        • Fitness Center
        • Pets Allowed
        ReviewsPhotosAmenitiesMaploadingclose
      • Holiday Inn Express Chicago - Magnificent Mile
        Ranked #81 overall in Chicago hotels
        7.5
        Pretty good
        4 reviews
        Popular withBusinessFamiliesStudents

        This is probably the nicest Holiday Inn I’ve been to, but I guess every hotel in this neighborhood is pretty nice. The lobby isn’t anything that blew me away, but ...

        • Free WiFi
        • Fitness Center
        • Free Breakfast
        ReviewsPhotosAmenitiesMaploadingclose
      • BEST WESTERN River North Hotel
        Ranked #82 overall in Chicago hotels
        7.0
        Pretty good
        4 reviews
        Popular withFamiliesFoodiesBusiness

        By simply looking at this hotel, it doesn't appear to have anything really special about it, but considering everything that's included, I'd definitely say it's one of the best offers ...

        • Free WiFi
        • Restaurant
        • Swimming Pool
        • Fitness Center
        ReviewsPhotosAmenitiesMaploadingclose
      • Chicago Marriott at Medical District/UIC
        Ranked #83 overall in Chicago hotels
        7.0
        Pretty good
        4 reviews
        Popular withBusiness

        I loved looking out at the newly blossomed trees from the bright, sunny windows of my fourth floor room at the Marriott. Maroon and gold accents warmed the space, although ...

        • Free WiFi
        • Restaurant
        • Fitness Center
        ReviewsPhotosAmenitiesMaploadingclose
      • The Villa Toscana
        Ranked #84 overall in Chicago hotels
        8.0
        Wonderful!
        3 reviews
        Popular withNightlifeLGBTQBackpackers

        A beautiful front yard with a cobblestone pathway leads you to the quaint Villa Toscana. The European style rooms take you back in time, while the bed & breakfast's prime ...

        • Free WiFi
        • Free Breakfast
        • Free Parking
        ReviewsPhotosAmenitiesMaploadingclose
      • Hilton Garden Inn Chicago Downtown/Magnificent Mile
        Ranked #85 overall in Chicago hotels
        6.4
        Pretty good
        5 reviews
        Popular withBusinessFamiliesFoodies

        This is a solid standard Hilton Garden Inn location in the heart of downtown Chicago. It has comfy beds, clean spaces, an in room fridge and coffee maker plus free ...

        • Free WiFi
        • Restaurant
        • Swimming Pool
        • Fitness Center
        ReviewsPhotosAmenitiesMaploadingclose
      • Roscoe Village Guesthouse
        Ranked #86 overall in Chicago hotels
        10.0
        Exceptional!
        2 reviews
        • Free WiFi
        ReviewsPhotosAmenitiesMaploadingclose
      • The Langham, Chicago
        Ranked #87 overall in Chicago hotels
        10.0
        Exceptional!
        2 reviews
        Popular withLuxuryHipsters

        Top notch hotel, great service, beautiful rooms, located in the heart of downtown within walking distance to tons of restaurants and bars.

        • Free WiFi
        • Restaurant
        • Swimming Pool
        • Fitness Center
        • Pets Allowed
        ReviewsPhotosAmenitiesMaploadingclose
      • The Guesthouse Hotel
        Ranked #88 overall in Chicago hotels
        10.0
        Exceptional!
        2 reviews
        Popular withLGBTQBusinessSolo Female

        After a pipe to the building burst in sub zero temperatures me and my Chihuahuas Chili and Coriander needed somewhere to stay, enter the Guest House Hotel! The staff, Mr.Ed,Josias,Adam, ...

          ReviewsPhotosAmenitiesMaploadingclose
        • Inn at Lincoln Park
          Ranked #89 overall in Chicago hotels
          6.0
          Pretty good
          6 reviews
          Popular withAdventureBackpackersFamilies

          Stayed here for the marathon. Great value and great neighborhood, the hotel is showing its age but they keep the hotel very clean. Photo shows the bathroom sink where they ...

          • Free WiFi
          • Free Breakfast
          • Pets Allowed
          ReviewsPhotosAmenitiesMaploadingclose
        • BEST WESTERN Grant Park Hotel
          Ranked #90 overall in Chicago hotels
          6.4
          Pretty good
          5 reviews
          Popular withBusinessFamiliesHistory

          Like every Best Western I've been too, there's nothing terribly special about this hotel--it's budget friendly and equipped with the basics: free internet access in guest rooms, a complimentary newspaper ...

          • Free WiFi
          • Restaurant
          • Fitness Center
          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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