Dive Into Luxury With These Best Hotel in Chicago with Pool

Last Updated: Feb 13, 2026

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After a day of exploring Chicago’s attractions and the windswept Magnificent Mile with aching feet, you only look for one thing: a serene hotel in Chicago with pool. The city’s hotels with pools deliver experiences that rival any beach destination. Whether it's heated indoor pools with Art Deco grandeur, or sky-high rooftop pool frames by architectural masterpieces. Or legendary private pool suites that redefine Midwest getaways. If you are also tired of looking at various hotels in Chicago but not finding the perfect one with pool. Then, read our blog in which we have listed some of the best hotel with pool in chicago to make your trip more memorable.

The Best Hotels in Chicago with Pools 

Here are some of the best hotels in Chicago with pools which are worth exploring for that perfect getaway - 

1. InterContinental Chicago Magnificent Mile 

Pool Type: Indoor on 14th floor 

The legendary Johnny Weissmuller Pool stands as the most photographed aquatic gem in Chicago. Named for the Olympic swimmer and Tarzan actor who trained here in the 1930s, it definitely deserves a top spot in our list of the best hotels in Chicago with pool. This 14-floor pool showcases original Art Deco tiles, sparkling Corinthian columns, and a glass-domed ceiling that lets you swim in natural light. The best part is that the hotel organizes “dive-in movie” nights where classic movies are played on a poolside screen. There is even a dedicated kids' land and ample lounge space to make your family time memorable. 

2. Trump International Hotel & Tower Chicago 

Pool Type: Indoor on 14th floor 

Another best hotel in Chicago with pool is the Trump International Hotel & Tower Chicago, which has floor-to-ceiling windows. Through these windows, you can witness the Chicago River below while you glide through this 75-foot heated indoor pool. Here, the experience gets really cinematic when the views shift from golden sunrise to purple twilight. There are also spa facilities adjacent to the pool, completing your wellness-focused trip to Chicago. You can call Travelpodium for exclusive hotel bookings that include your spa access and more amenities. 

3. Viceroy Chicago 

Pool Type: Rooftop on 18th floor 

If you are looking for a rooftop pool experience on your next stay in Chicago, then consider booking with Viceroy Chicago as it is one of the best hotel in Chicago with rooftop pool. The 18th floor terrace features an elongated pool with Paris-inspired lounges where you can sip rosé while Lake Michigan glitters beyond the skyline. Sounds dreamy, right? Actually, it is as the pool is exclusively for guests only, which keeps the crowds minimal, and you can enjoy your ME-time peacefully. 

4. Radisson Blu Aqua Hotel Chicago 

Pool Type: Rooftop 18th floor 

Another one in our hotel in Chicago with rooftop pool is the Radisson Blu Aqua Hotel, which also has the largest rooftop pool in the city. The 25-meter lap pool comes with an amazing amenity collection, which includes fire pits, private cabanas, hot tubs, saunas, steam rooms, and whatnot! You name it, and this rooftop pool has it. This rooftop pool in Chicago also has a running track. This sheer variety of facilities can shape your experience differently. Like you can enjoy your morning laps with sauna sessions, afternoon sunbathing by hot tub soaks, and evening fire pit under the stars with your beloved one. 

5. The Langham Chicago 

Pool Type: Indoor on Lower Level

This 67-foot indoor pool serves as the centerpiece of The Langham hotel in Chicago. Facilities like a Himalayan salt stone sauna, hydrotherapy hot tub, eucalyptus-infused steam room, and heated relaxation loungers will transform your swimming into a wellness retreat. So, if you are looking for a hotel to relax after your tiring work week, then this is the best option for a hotel in Chicago with pool. Moreover, the shimmering ceiling lights create a meditative ambience, making it a cherry on top experience. 

6. Sybaris Pool Suites Northbrook

Pool Type: Private in-suite pools 

If you are someone who likes to have full access to the pool with privacy, then consider booking your stay with Sybaris Pool Suites for that ultimate experience. Your suite will have a 20-foot heated pool maintained at 91°F year-round, completing the look with the cascading waterfall.


Moreover, it has a steam room, whirlpool tub, and fireplace where you can enjoy timeless moments with your loved one. The Chalet suite of the hotel adds a 10-foot waterslide descending from the bedroom loft. Yes, you heard that right! This is the perfect solution for couples planning their trip to Chicago. 


The packages of this hotel in Chicago with a private pool also include massage therapy and dinner service in your room for a complete privacy experience. 

If you are still not convinced and searching for the perfect hotel in Chicago with pool? Then call Travelpodium now, and our travel expert will suggest the best hotel as per your requirements. 

Tips To Consider While Booking a Hotel in Chicago With Pool

Here are some of the tips which you need to keep in mind while booking your hotel in Chicago with pool for an ultimate relaxing experience - 

  • Confirm if the pool is indoor year-round or outdoor/rooftop during May-October only. 
  • Some pols close early or have restricted hours for maintenance or events, so check that before booking your hotel in Chicago with a pool. 
  • Outdoor and rooftop pools are often unheated, so if you prefer a heated pool, then check with hotel staff while booking. Also, indoor pools typically maintain a temperature of 8-8.5°F. 
  • Determine if pool access is limited to hotel guests only or if day passes are sold to visitors as well. 
  • Verify if pool access, towel service, or cabana rentals cost extra or if there are any other additional fees beyond your room rate. 
  • Consider pool locations and views, as basement pools vs rooftop pools offer vastly different experiences and ambiance. 
  • Check the family friendliness of the hotel in Chicago with pool, if you are traveling with family, like offering kid-friendly amenities or not. 

Book Your Perfect Pool Escape With Travelpodium Now

Hotel in Chicago with pool defies your Midwest expectations as it has historic grandeur to rooftop views, along with romantic private pools. Your choice of hotel in Chicago with pool depends on your travel style and your budget. However, prime hotel availability vanishes quickly, particularly during May and September windows. So, call Traveldpodium now for the best hotel booking experience with everything you need.

Quick Answers to Common Questions

Most rooftop pools aren't heated and operate seasonally (May-October), while indoor pools maintain comfortable temperatures year-round.

Several hotels offer day passes through ResortPass or direct booking—InterContinental, Trump Tower, and JW Marriott are popular options, typically $40-50 per person.

The InterContinental's Johnny Weissmuller Pool features a dedicated kids' lane and plenty of lounge space, making it ideal for families exploring downtown.

Private pool suites are primarily in suburbs (Sybaris in Northbrook, Frankfort, Downers Grove), offering 17-22 miles from downtown with heated pools, waterfalls, and complete privacy.

Indoor pools shine November-March when outdoor options close; rooftop pools peak May-September, with September offering warm weather and smaller crowds

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Meet the Author
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Ishita

Ishita is a passionate travel content writer with a knack for exploring unique destinations and uncovering hidden gems. With a love for adventure, she shares insightful tips, experiences, and recommendations to inspire wanderlust in every reader.

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