Find Hotels with an Outdoor Pool in Downtown Chicago, IL

Start date: Check-in selected.
End date: Check-out
    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Hotels with an Outdoor Pool

This weekend
Next weekend

Top Downtown Chicago Hotels with an Outdoor Pool

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1673)
"Loved the stay,will be coming back "
$260 nightly
The price is $305
Sep 21 - Sep 22
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2312)
"Great location, great staff, and beautiful hotel"
$291 nightly
The price is $336
Sep 21 - Sep 22
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2037)
"Overall a nice place to stay."
$179 nightly
The price is $210
Sep 3 - Sep 4
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2718)
"Have stayed there before, great hotel."
$313 nightly
The price is $367
Sep 7 - Sep 8
Total with taxes and fees
Swissotel - Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.0 out of 10, Very Good, (1342)
"Great hotel and great locations. Close to great restaurants and lot great attractions "
$161 nightly
The price is $189
Sep 24 - Sep 25
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1925)
"Helpful staff, beautiful hotel in a great location!"
$232 nightly
The price is $268
Sep 25 - Sep 26
Total with taxes and fees
Palmer House a Hilton Hotel

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2163)
"Amazing stay and great location…"
$209 nightly
The price is $245
Sep 11 - Sep 12
Total with taxes and fees
Hilton Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2749)
"Great location!"
$203 nightly
The price is $238
Sep 23 - Sep 24
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

3.0 star property
8.6 out of 10, Excellent, (1067)
"Great price and very friendly staff"
$191 nightly
The price is $224
Sep 14 - Sep 15
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very Good, (4816)
"Very nice place to stay "
$179 nightly
The price is $210
Sep 3 - Sep 4
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
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

Price trends for hotels in Downtown Chicago

Less expensive
More expensive
This month
Next month
January
June
$259
$282
Month
Price
January
$132
February
$148
March
$198
April
$239
May
$343
June
$365
July
$337
August
$344
September
$259
October
$282
November
$180
December
$140
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

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

Expand your search

Most booked related stays in Downtown Chicago in 2025

Top Downtown Chicago Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia