Chicago Hotels With a Pool

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Booking Insights
Recommended by KAYAK

Best Chicago hotels with a pool

Most recommended Chicago hotels with a pool

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The Langham Chicago - Chicago - Lounge
Free Wi-Fi
Pool
Pet friendly
Spa
The Peninsula Chicago - Chicago - Lobby
Free Wi-Fi
Pool
Pet friendly
Spa
Viceroy Chicago - Chicago - Restaurant
Free Wi-Fi
Pool
Pet friendly
Loews Chicago Hotel - Chicago - Bedroom
Free Wi-Fi
Pool
Pet friendly
Spa
Booking Insights

KAYAK’s insights for hotels with a pool in Chicago

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chicago with confidence.

How much is a hotel with a pool in Chicago for tonight?

The best deal for a 3-star hotel with a pool room in Chicago found by KAYAK users in the last 3 days was $134, while a 4-star hotel with a pool the lowest price was $215. The cheapest room found overall was for $134.

How much is a hotel with a pool in Chicago for this weekend?

The cheapest hotel with a pool room in Chicago for the upcoming weekend found on KAYAK in the last 3 days was for $249 per night. For the same dates, 3-star hotel with a pool rooms have been found for as low as $134 per night and 4-star hotel with a pool rooms from $249 per night.

How early should you book a hotel with a pool in Chicago?

Book at least 58 days before your stay begins to get the best price for your Chicago hotel with a pool.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
October
$181
$292
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 34% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chicago hotel with a pool deals

  • Prices for hotels with a pool in Chicago are cheaper in the low season, which is in June and May.
  • Pool room prices can vary depending on different factors. However, generally rooms cost less on a Sunday. The most expensive night for a stay is Tuesday.
  • The cheapest hotel with a pool room in Chicago found on KAYAK in the last 2 weeks was $175. The most expensive cost $685.

FAQs about Chicago hotels with a pool

  • How much does a room in hotel with a pool in Chicago cost?

    On average, rooms in hotels with pools in Chicago cost $606. Depending on when you make your booking, when you book for, and other factors, it is possible to get better deals. The cheapest price booked on KAYAK in the last 3 days was $158.

Where to stay in a hotel with a pool in Chicago?

Our map will help you find the perfect place to stay in Chicago by showing you the exact location of each hotel.

Everything you need to know for your stay in Chicago

Deals for hotels in Chicago that have a swimming pool. Search for hotels with a pool in Chicago. KAYAK searches hundreds of travel sites to help you find hotels with a pool and book the room that suits you best.

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