40 Best Hotels In Chicago With Rooftop Pool for a Luxury Trip

The Windy City is known to have some of the finest hotels in the country so we have compiled a list of the best hotels in Chicago with rooftop pools for a luxurious getaway.

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Here is the list of 40 Best Hotels In Chicago With Rooftop Pool for a Luxury Trip

Which of these fantastic hotels in Chicago with rooftop pools are you most excited about visiting? Let us know in the comments below.

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Best time for a staycation in Chicago?

The most popular time, weather-wise, to visit Chicago spans through April and June when the spring season makes its entry after a chilling winter season. Another popular time to visit Chicago is between September and November when the fall season is at its peak, and the temperature is perfect for outdoor activities. During these times of the year, you will also find a plethora of cultural events and local festivals in the city. In general, summertime (from June to August) is more popular among tourists to visit Chicago than winters (November to March). However, the boarding and lodging rates can be very steep in the summertime, and tourists may find great discounts on hotels during the winter season.
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