A cityscape with tall buildings, including a prominent skyscraper with a spire.

Find hotels with pools in South Loop, Chicago from $169

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on South Loop Hotels with a Pool

Next weekend
In two weeks

Our top choices for South Loop hotels with a pool

1. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,344 reviews)
  • cleanliness
    Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$190 nightly
The price is $226
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago

2. Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
3.0 star property
South Loop
9.0 out of 10, Wonderful, (1,013 reviews)
  • cleanliness
    Dive into a refreshing Chicago escape at this hotel with an indoor pool, steps from Wintrust Arena and McCormick Place.
$161 nightly
The price is $191
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Chicago McCormick Place

3. Hilton Garden Inn Chicago McCormick Place

Hilton Garden Inn Chicago McCormick Place
3.0 star property
South Loop
8.6 out of 10, Excellent, (1,003 reviews)
$159 nightly
The price is $189
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Chicago McCormick Place

4. Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place
3.0 star property
South Loop
9.2 out of 10, Wonderful, (940 reviews)
$155 nightly
The price is $182
Nov 1 - Nov 2
Total with taxes and fees
Home2 Suites by Hilton Chicago McCormick Place

5. Wabash 4BR - Pool, Free In & Out Parking 4

Wabash 4BR - Pool, Free In & Out Parking 4
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
$784 nightly
The price is $897
Oct 21 - Oct 22
Total with taxes and fees
Wabash 4BR - Pool, Free In & Out Parking 4

6. Wabash 4BR - Pool, Free In & Out Parking 1

Wabash 4BR - Pool, Free In & Out Parking 1
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
$809 nightly
The price is $928
Oct 8 - Oct 9
Total with taxes and fees
Wabash 4BR - Pool, Free In & Out Parking 1

7. Wabash 4BR - Pool, Free In & Out Parking 2

Wabash 4BR - Pool, Free In & Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
$854 nightly
The price is $984
Oct 22 - Oct 23
Total with taxes and fees
Wabash 4BR - Pool, Free In & Out Parking 2

8. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,175 reviews)
  • cleanliness
    Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
$190 nightly
The price is $225
Oct 25 - Oct 26
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

9. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,920 reviews)
  • cleanliness
    Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
$256 nightly
The price is $304
Nov 2 - Nov 3
Total with taxes and fees
Hotel 505 River North

10. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,696 reviews)
  • cleanliness
    Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
$218 nightly
The price is $256
Oct 31 - Nov 1
Total with taxes and fees
Palmer House a Hilton Hotel
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.

Choose what matters most at hotels with a pool in South Loop

Top South Loop Hotel Reviews

Frequently asked questions

What are some hotels with pools in South Loop?
Congress Plaza Hotel: Hotel, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago: Hotel, 2-minute walk from Grant Park. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Travelodge by Wyndham Downtown Chicago: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency McCormick Place Chicago: Hotel, 8-minute walk from Lake Michigan. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.
What is there to see and do in South Loop?
Explore places like Soldier Field and Lake Michigan while you're in South Loop. Make a point to visit attractions like Grant Park and Field Museum of Natural History. South Loop appeals to visitors with its beautiful lakeside setting, top museums, and array of dining options.
When is the best time to book a hotel with a pool in South Loop?
You may want to think about a place to stay that has an outdoor pool if you're planning to visit in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 31°F.

Explore a world of travel with Expedia