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Featured Chicago Hotels with an Outdoor Pool

See all 1,166 Properties in Chicago
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago
    4.5 out of 5.0
     
     
    4.5 out of 5 (1,626 reviews)
    Very well situated, concierge service very helpful for first time visitors, excellent
    Sep 17, 2018

    $259 per night for 2 guests

    Radisson Blu Aqua Hotel Chicago$259
    InterContinental Chicago Magnificent Mile

    InterContinental Chicago Magnificent Mile

    505 N Michigan Ave, Chicago
      4.5 out of 5.0
       
       
      4.2 out of 5 (2,183 reviews)
      Loved this hotel. Great location, one of the most beautiful hotel pools I've ever seen. Friendly and helpful staff. Only drawbacks were the loud air conditioner and the lack of fridge space. The fridge is so full of items for sale, there's no place for personal items. Overall, a great choice on the ...
      Sep 2, 2018
      DoubleTree by Hilton Chicago - Magnificent Mile

      DoubleTree by Hilton Chicago - Magnificent Mile

      300 E Ohio St, Chicago
      • Free Cancellation
      3.5 out of 5.0
       
       
      4.2 out of 5 (4,418 reviews)
      Good location. Some construction going on but otherwise clean and neat.
      Sep 16, 2018
      Country Inn & Suites by Radisson, Chicago O'Hare South, IL

      Country Inn & Suites by Radisson, Chicago O'Hare South, IL

      777 East Grand Avenue, Bensenville
      • Free Cancellation
      • Reserve now, pay when you stay
      3.0 out of 5.0
       
       
      3.8 out of 5 (2,752 reviews)
      We arrived early and when I went in to ask if we could leave our car, they let us check in early at no cost. The staff was very friendly and helpful. The hotel is a bit outdated but was very comfortable and a nice place to spend the night before heading to the airport. Would stay again.
      Sep 21, 2018
      Swissotel - Chicago

      Swissotel - Chicago

      323 E Wacker Dr, Chicago
        4.5 out of 5.0
         
         
        4.4 out of 5 (3,923 reviews)
        Quality hotel close to the Chicago centreGood modern location overlooking the park and the river.
        Sep 13, 2018

        $209 per night for 2 guests

        Swissotel - Chicago$209
        Radisson Hotel Schaumburg

        Radisson Hotel Schaumburg

        1998 North Roselle Road, Schaumburg
        • Free Cancellation
        • Reserve now, pay when you stay
        3.5 out of 5.0
         
         
        4.5 out of 5 (907 reviews)
        Pool and hot tub, both open late! Very clean hotel. Great location.
        Sep 9, 2018

        $80 per night for 2 guests

        Radisson Hotel Schaumburg$80
        Hilton Chicago/Oak Brook Hills Resort & Conference Center

        Hilton Chicago/Oak Brook Hills Resort & Conference Center

        3500 Midwest Rd, Oak Brook
        • Free Cancellation
        4.0 out of 5.0
         
         
        4.3 out of 5 (940 reviews)
        Resort hotel with golf course Excellent well kept property
        Sep 15, 2018
        Hampton Inn Chicago Downtown/Magnificent Mile

        Hampton Inn Chicago Downtown/Magnificent Mile

        160 E Huron Street, Chicago
        • Free Cancellation
        2.5 out of 5.0
         
         
        4.2 out of 5 (3,201 reviews)
        Spacious room, reasonable priceI stayed one night at the hotel to attend a conference in the town. The room was fairly spacious and clean. The staff were nice and the price was reasonable. I would use this hotel again.
        Sep 7, 2018
        Palmer House a Hilton Hotel

        Palmer House a Hilton Hotel

        17 E Monroe St, Chicago
        • Free Cancellation
        4.0 out of 5.0
         
         
        4.2 out of 5 (10,761 reviews)
        Weekend in ChicagoMuch to our surprise, the hotel worker's union in Chicago was on strike...so every time we went in and out, we passed the striker's line...which was uncomfortable. This led to few staff at check-in, and even fewer at the lounge Friday evening. We were glad to have checked in at 9:30 pm as we saw ...
        Sep 17, 2018

        $192 per night for 2 guests

        Palmer House a Hilton Hotel$192
        Hilton Chicago- Michigan Ave Cultural Mile

        Hilton Chicago- Michigan Ave Cultural Mile

        720 S Michigan Ave, Chicago
          4.0 out of 5.0
           
           
          4.2 out of 5 (4,995 reviews)
          Hilton Chicago Good location. Clean comfortable rooms. Easy check in.
          Sep 20, 2018
          Country Inn & Suites by Radisson, Schaumburg, IL

          Country Inn & Suites by Radisson, Schaumburg, IL

          1401 North Roselle Road, Schaumburg
          • Free Cancellation
          • Reserve now, pay when you stay
          3.0 out of 5.0
           
           
          4.5 out of 5 (1,281 reviews)
          I liked that there was a fireplace. Pretty cool to have 3 free drinks as well
          Sep 19, 2018
          Holiday Inn Chicago North Shore

          Holiday Inn Chicago North Shore

          5300 West Touhy Ave, Skokie
          • Free Cancellation
          3.0 out of 5.0
           
           
          3.6 out of 5 (1,072 reviews)
          People were very friendly. Pretty on the inside. Just a bit hectic with crazy construction going on all around
          Sep 10, 2018

          $109 per night for 2 guests

          Holiday Inn Chicago North Shore$109
          Comfort Suites Chicago Schaumburg

          Comfort Suites Chicago Schaumburg

          1100 East Higgins Road, Schaumburg
          • Free Cancellation
          • Reserve now, pay when you stay
          2.5 out of 5.0
           
           
          4.3 out of 5 (1,410 reviews)
          The pool was a bit on the cold side and turned my daughter's highlights green( she got them done 6 months ago so they W erent fresh), perhaps too much Chlorine?
          Sep 17, 2018

          $88 per night for 2 guests

          Comfort Suites Chicago Schaumburg$88
          Hampton Inn & Suites Rosemont Chicago O'Hare

          Hampton Inn & Suites Rosemont Chicago O'Hare

          9480 W Higgins Road, Rosemont
          • Free Cancellation
          2.5 out of 5.0
           
           
          4.8 out of 5 (556 reviews)
          Property is convenient to the airport, and the shuttle pickup was prompt and efficient. Check in was quite smooth. I was tired and hungry but didn't want to got out for dinner or order food. The desk clerk was kind enough to retrieve some yogurt and fruit for me from the kitchen, which I very much ...
          Sep 20, 2018
          Embassy Suites Chicago Downtown Magnificent Mile

          Embassy Suites Chicago Downtown Magnificent Mile

          511 North Columbus Drive, Chicago
          • Free Cancellation
          • Reserve now, pay when you stay
          4.0 out of 5.0
           
           
          4.4 out of 5 (5,586 reviews)
          Valet service, brought us the wrong vehicle and he had no idea. So potentially could end very badly for someone.
          Sep 17, 2018
          La Quinta Inn & Suites Chicago Gurnee

          La Quinta Inn & Suites Chicago Gurnee

          5688 Northridge Drive, Gurnee
          • Free Cancellation
          • Reserve now, pay when you stay
          2.5 out of 5.0
           
           
          3.9 out of 5 (1,291 reviews)
          The check in was great. She was very efficient and friendly.
          Sep 16, 2018
          Hyatt Place Chicago/Downtown - The Loop

          Hyatt Place Chicago/Downtown - The Loop

          28 North Franklin Street, Chicago
          • Free Cancellation
          • Reserve now, pay when you stay
          3.0 out of 5.0
           
           
          4.5 out of 5 (1,258 reviews)
          Good experience staying in Hyatt place in Chicago. Would love to come back
          Sep 21, 2018
          Embassy Suites Chicago Downtown

          Embassy Suites Chicago Downtown

          600 N State St, Chicago
          • Free Cancellation
          • Reserve now, pay when you stay
          4.0 out of 5.0
           
           
          4.4 out of 5 (3,624 reviews)
          Great Hotel! Great Location!Great hotel within walking distance of shopping and restaurants. Checking in and out was a breeze. We arrived early, but was able to check-in anyway.
          Aug 25, 2018

          $169 per night for 2 guests

          Embassy Suites Chicago Downtown$169
          Pheasant Run Resort

          Pheasant Run Resort

          4051 E Main Street, St. Charles
          • Free Cancellation
          • Reserve now, pay when you stay
          3.0 out of 5.0
           
           
          3.5 out of 5 (736 reviews)
          Old and dirtyIt was filthy. Dirty build up in the bathroom tiles, blatant staining on the “pheasant Run” pillows on the bed, old stained carpet, and a disgusting smell. But considering the circumstances and the fact that we were only using the room to sleep in, we figured we would stick it out. Until... I stepped ...
          Aug 20, 2018

          $110 per night for 2 guests

          Pheasant Run Resort$110
          HYATT house Chicago/Schaumburg

          HYATT house Chicago/Schaumburg

          1251 American Lane, Schaumburg
          • Free Cancellation
          • Reserve now, pay when you stay
          3.5 out of 5.0
           
           
          4.3 out of 5 (1,090 reviews)
          Outdated but close to restaurants and shopping We stayed in a two bedroom and it was really outdated and very worn. Hotel staff was outstanding. Would try to stay somewhere else next time due to the conditions.
          Jun 26, 2018

          $80 per night for 2 guests

          HYATT house Chicago/Schaumburg$80
          Map

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