Find Hotels with an Outdoor Pool in Chicago, IL

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Top Chicago Hotels with an Outdoor Pool

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2178)
"Nice Hotel"
United States
Alan
$89 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1004)
"Amazing staff clean and secure hotel "
United States
Aniyah
$111 nightly
The price is $131
Dec 25 - Dec 26
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1783)
"Friendly staff and good location to all of the city"
United States
Mark
$162 nightly
The price is $190
Dec 21 - Dec 22
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago

Viceroy Chicago

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1143)
" Great trip, hotel and location was very nice. Lots of stores and restaurants near by, walkable. "
United States
Julyana
$197 nightly
The price is $231
Jan 4 - Jan 5, 2026
Total with taxes and fees
Viceroy Chicago

The Hoxton Chicago

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1000)
"Love the Hoxton, it’s a beautiful hotel and the staff is amazing. "
United States
Sam
$174 nightly
The price is $204
Dec 21 - Dec 22
Total with taxes and fees
The Hoxton Chicago

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (324)
"Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, "
United States
Lizbeth
$150 nightly
The price is $176
Dec 16 - Dec 17
Total with taxes and fees
Hilton Grand Vacations Club Chicago Magnificent Mile

Level Chicago – Old Town

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (394)
"Clean room cool staff enjoyed my stay will come stay again. "
United States
Donald
$223 nightly
The price is $262
Jan 4 - Jan 5, 2026
Total with taxes and fees
Level Chicago – Old Town

Level Chicago - River North

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (786)
"Great place amazing views very safe staff was very nice "
United States
Kenneth
$202 nightly
The price is $237
Dec 14 - Dec 15
Total with taxes and fees
Level Chicago - River North

Kasa River North Chicago

4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (181)
"Awesome stay "
United States
Sally
$347 nightly
The price is $407
Dec 9 - Dec 10
Total with taxes and fees
Kasa River North Chicago

Level Chicago Fulton Market

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (357)
"Great hotel!"
United States
Giselle
$212 nightly
The price is $249
Dec 14 - Dec 15
Total with taxes and fees
Level Chicago Fulton Market
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.

Find out more about Chicago

Discover top Chicago (and vicinity) attractions

For travelers seeking a relaxed vacation in the greater Chicago area, a few standout attractions invite leisurely exploration. Start with a visit to the serene Morton Arboretum in Lisle, where you can stroll through beautifully manicured gardens and engaging nature exhibits, perfect for families looking to unwind. Next, head to the picturesque Lake Geneva, just a short drive from Chicago, where you can enjoy paddle boating on the lake or a peaceful walk along the scenic shoreline. The Chicago Botanic Garden offers another tranquil escape, with its breathtaking landscapes and themed gardens ideal for a family picnic or simply soaking in the beauty of nature. If you’re in the mood for culture, the Art Institute of Chicago provides a calming backdrop to appreciate world-class art while enjoying the spacious galleries. For a truly relaxing stay, consider the Lincoln Park area, known for its lush parks and nearby the lakefront. Here, you can find hotels that feature inviting pools, allowing you to unwind after a day of exploration. Experience attentive service and modern amenities in these accommodations as you relax by the pool, soaking up the sun before heading out to discover the vibrant neighborhood’s cafes and boutiques.

Find the best hotels with an outdoor pool in Chicago (and vicinity)

For travelers seeking refreshing outdoor experiences in Chicago, these top hotels feature inviting outdoor pools that promise relaxation and leisure under the sun.

Loews Chicago Hotel

  • Why it's great for poolside lounging: Loews Chicago Hotel is a perfect retreat for travelers who cherish outdoor pool experiences. Featuring a beautifully accessible outdoor pool alongside a poolside bar, guests can enjoy refreshing drinks while soaking up the sunshine. With an outstanding review rating of 9.4, this hotel guarantees a top experience for leisure and relaxation.
  • Other amenities: Additional amenities include a rooftop terrace, 24-hour fitness facilities, and convenient dining options. Guests will appreciate the river and lake views, as well as the luxury of designer toiletries and premium bedding. The hotel’s nearby shopping and attractions makes it a prime choice for exploring the best of downtown Chicago.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.52 miles, Chicago Riverwalk - 0.61 miles, Millennium Park - 0.55 miles

InterContinental Chicago Magnificent Mile by IHG

  • Why it's great for poolside lounging: For those looking for a luxurious experience with outdoor relaxation, the InterContinental Chicago Magnificent Mile features a stunning outdoor pool, making it an ideal spot for sun-seekers. With an impressive review rating of 9.0, this hotel offers a refined atmosphere and premium amenities for travelers.
  • Other amenities: Beyond the outdoor pool, guests can indulge in a full-service spa, fitness facilities, and an onsite restaurant. The hotel also provides valet parking, historic architecture, and Egyptian cotton sheets for a touch of elegance. Positioned in the heart of the city, it's perfect for those wanting to explore high-end shopping and dining nearby.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.0 miles

Holiday Inn Chicago O'Hare – Rosemont by IHG

  • Why it's great for poolside lounging: Perfect for travelers looking to relax by the pool, the Holiday Inn Chicago O'Hare features an outdoor pool that beckons for leisurely afternoons under the sun. With a guest review rating of 8.8, this hotel combines comfort and convenience for a pleasant stay.
  • Other amenities: Guests can enjoy additional amenities such as an indoor pool, 24-hour airport shuttle service, and accessible parking. The hotel also offers onsite dining with kids' meal options, daily housekeeping, and air conditioning for added comfort. With its location near O'Hare, it's an ideal stopover for travelers looking to unwind.
  • Neighborhood: O'Hare
  • Nearby attractions: Allstate Arena - 0.44 miles, Wolff's Flea Market - 0.6 miles, Lake Park - 1.33 miles

Top Chicago Hotel Reviews

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