Find Hotels with an Outdoor Pool in Downtown Chicago, IL

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Check availability on Downtown Chicago Hotels with an Outdoor Pool

Top Downtown Chicago Hotels with an Outdoor Pool

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2101)
"Great stay "
United States
Melinda
$119 nightly
The price is $140
Nov 23 - Nov 24
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
4.5 star property
8.6 out of 10, Excellent, (1727)
"Excellent Location and beautiful views from the rooms!"
United States
Christina
$166 nightly
The price is $195
Nov 23 - Nov 24
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
8.4 out of 10, Very Good, (1004)
"It was very clean and quiet."
United States
Marie
$128 nightly
The price is $151
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG
Viceroy Chicago
4.5 star property
9.4 out of 10, Exceptional, (1114)
"Great location, clean, modern, good food/drink, friendly staff. "
United States
Katie
$270 nightly
The price is $317
Nov 23 - Nov 24
Total with taxes and fees
Viceroy Chicago
Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
9.2 out of 10, Wonderful, (306)
"Love the stay"
United States
Otishia
$178 nightly
The price is $209
Nov 12 - Nov 13
Total with taxes and fees
Hilton Grand Vacations Club Chicago Magnificent Mile
The Hoxton Chicago
4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great location, very clean, friendly staff!"
United States
Kim
$179 nightly
The price is $210
Nov 9 - Nov 10
Total with taxes and fees
The Hoxton Chicago
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (370)
"Friendly staff and great amenities "
United States
Bryan
$225 nightly
The price is $264
Nov 11 - Nov 12
Total with taxes and fees
Level Chicago – Old Town
Level Chicago Fulton Market
4.0 star property
9.2 out of 10, Wonderful, (330)
"Great place to stay. "
United States
Yasmine
$181 nightly
The price is $213
Nov 23 - Nov 24
Total with taxes and fees
Level Chicago Fulton Market
Level Chicago - River North
4.0 star property
9.0 out of 10, Wonderful, (732)
"The staff was really wonderful. Very comfortable stay."
United States
Jessica
$246 nightly
The price is $289
Nov 23 - Nov 24
Total with taxes and fees
Level Chicago - River North
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (174)
"This place has everything for a multi-night stay."
United States
Dane
$232 nightly
The price is $273
Nov 11 - Nov 12
Total with taxes and fees
Kasa River North 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.

Price trends for hotels in Downtown Chicago

Less expensive
More expensive
Next month
January
September
$160
Month
Price
January
$122
February
$131
March
$168
April
$213
May
$328
June
$347
July
$307
August
$314
September
$350
October
$191
November
$160
December
$125
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Downtown Chicago

Discover top Downtown Chicago attractions

Downtown Chicago offers a blend of relaxation and adventure for travelers looking for a rejuvenating getaway. Start your day at Millennium Park, where you can unwind by the iconic Cloud Gate sculpture, known affectionately as "The Bean," and enjoy the serene gardens surrounding it. Just a short stroll away is the Art Institute of Chicago, a paradise of Impressionist masterpieces, providing a peaceful cultural experience that invites contemplation. For a leisurely afternoon, head to the Chicago Riverwalk, where you can sit by the water, savoring a coffee or a light meal from one of the riverside cafes, all while watching the city’s boats drift by. If you’re in the mood to explore, a visit to the historic Chicago Architecture River Cruise is a must, offering captivating views of the skyline from a unique perspective while providing a relaxing ambiance. Finally, don’t miss out on a pampering session at one of the local spas, where you can indulge in a massage or facial treatment. After a day of exploration, retreat to one of the downtown hotels that boast stunning rooftop pools, allowing you to soak in the skyline while lounging in style. Many of these hotels offer family-friendly amenities and personalized service, ensuring a comfortable stay where you can truly unwind after a busy day of discovery.

Find the best hotels with an outdoor pool in Downtown Chicago

For travelers looking to enjoy a refreshing dip during their stay in Downtown Chicago, these hotels feature inviting outdoor pools that enhance the experience of exploring the city.

Loews Chicago Hotel

  • Why it's great for poolside lounging: The Loews Chicago Hotel stands out for its accessible outdoor pool and a vibrant poolside bar, earning an impressive review rating of 9.4 from guests. This hotel provides an inviting atmosphere for travelers to unwind while enjoying a refreshing drink by the pool.
  • Other amenities: Guests can indulge in other excellent amenities including a rooftop terrace, 24-hour fitness facilities, and spacious rooms with stunning river views. The hotel also features a concierge service, an indoor pool, and comfortable accommodations with designer toiletries. With nearby beach access and shopping options, it effortlessly combines relaxation and convenience for a delightful stay.
  • 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 an upscale experience, the InterContinental Chicago Magnificent Mile impresses with its resort-style outdoor pool, rated 9.0 by guests. This luxurious hotel ensures travelers can relax in style, with the pool included in the resort fee, signifying an all-inclusive experience.
  • Other amenities: Beyond the outdoor swimming area, the hotel offers a lavish spa, fitness facilities, and fine dining options. Guests can delight in premium bedding, historic ambiance, and exceptional service with valet parking and early check-in. Additional features include electric car charging stations, shopping accessibility, and a range of treatments at the on-site spa, making it ideal for travelers seeking both relaxation and indulgence.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.0 miles

Top Downtown Chicago Hotel Reviews

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