Hotels with a Pool in Chicago

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Hotels with a Pool in Chicago

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top neighborhoods in Chicago

Downtown Chicago map

Downtown Chicago

Chicago's lively Downtown Chicago neighborhood is loved for its skyscrapers and museums, and visitors often enjoy its varied attractions including Michigan Avenue and Navy Pier.

Magnificent Mile map

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop map

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North map

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park map

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top landmarks in Chicago

Frequently asked questions

What are the best hotels with a pool in Chicago?
One of the top Chicago hotels with a pool according to guests is The Langham, Chicago. Make the most of a Champagne service and a spa here. You can also get your daily dose of poolside bliss at The Peninsula Chicago, another highly rated option.
What are the cheapest hotels with a pool in Chicago?
It's a breeze to find some of the cheapest hotels in Chicago with a pool from $124 for your next trip. One of the most affordable is Hampton Inn Chicago Downtown/Magnificent Mile. It offers pillow top mattresses and pool sun loungers too. Best Western River North Hotel is another option that offers poolside perks at a price you'll love.
What is the best time to stay in a hotel with a pool in Chicago?
If you want the warmest weather, go in July. The temperatures are around 68ºF (20ºC) to 77ºF (25ºC) during this time. January sees the coolest temperatures between 21ºF (-6ºC) and 28ºF (-2ºC). For a more relaxed vibe and potentially cheaper Chicago hotels with a pool, visit in January when it's less busy.
What hotels with a pool are closest to O'Hare Intl. Airport (ORD)?
Recharge after a long flight with a swim at Hilton Chicago O'Hare Airport. It's roughly 1 mile northeast of O'Hare Intl. Airport (ORD). You can take advantage of a cafe and pillow top mattresses here too. Another nearby option is Four Points by Sheraton Chicago O'Hare Airport. Reserve a room at one of these properties, or browse for other Chicago hotels with a pool close to the airport.
What are the best 5-star hotels with a pool in Chicago?
The Langham, Chicago is hard to beat. Featuring private picnic options and a sauna, this 5-star hotel in Chicago with a pool was made for guests who enjoy the finer things in life. The Peninsula Chicago is another option that delivers a refined poolside escape.
Are there any hotels with a pool in Chicago with parking?
With a pool, parking, a lake view and a sauna, The Langham, Chicago will check all your boxes. You can also lounge poolside or head out whenever you like at The Peninsula Chicago. To see what else is available, browse the 3,753 Chicago hotels with a pool and parking.
Are all taxes and fees included in the Chicago hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.