An aerial view of a circular plaza with a central monument, surrounding pathways, and a waterfront.

Find Hotels with a Pool in Near South Side, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Near South Side Hotels with a Pool

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Near South Side hotels with a pool

Pool

1. Hilton Garden Inn Chicago McCormick Place

Hilton Garden Inn Chicago McCormick Place
3.0 star property
Near South Side
8.6 out of 10, Excellent, (1,002 reviews)
The price is NT$6,613
NT$7,863 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago McCormick Place
Pool

2. Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
3.0 star property
Near South Side
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Dive into a refreshing Chicago escape at this hotel with an indoor pool, steps from Wintrust Arena and McCormick Place.
The price is NT$5,919
NT$7,037 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Chicago McCormick Place
Pool

3. Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place
3.0 star property
Near South Side
9.2 out of 10, Wonderful, (928 reviews)
The price is NT$5,980
NT$7,020 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Chicago McCormick Place
Pool

4. 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, (2,148 reviews)
  • cleanliness
    Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
The price is NT$5,175
NT$6,153 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Downtown South Loop
Pool

5. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,150 reviews)
  • cleanliness
    Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
The price is NT$6,323
NT$8,451 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
Pool

6. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,575 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is NT$5,324
NT$6,329 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree by Hilton Chicago - Magnificent Mile
Pool

7. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3,010 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.
The price is NT$5,621
NT$7,612 total
includes taxes & fees
Sep 7 - Sep 8
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Pool

8. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,047 reviews)
The price is NT$4,542
NT$5,400 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Magnificent Mile
Pool

9. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,205 reviews)
  • cleanliness
    A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.
The price is NT$5,537
NT$6,963 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn & Suites Chicago - Downtown by IHG
Pool

10. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,353 reviews)
  • cleanliness
    Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is NT$4,887
NT$5,810 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chicago Mag Mile
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.
View all properties

Choose what matters most at hotels with a pool in Near South Side

Breakfast included
4 stars

Top Near South Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Buen precio, el personal súper amable, el hotel es céntrico. Puedes hablar en inglés o español con la mayoría del personal del hotel."
Jorge Adib 5-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

What are some accommodations with pools in Near South Side?
Hyatt Regency McCormick Place Chicago: Hotel, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel, 8-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Near South Side?
Explore places like Soldier Field and Lake Michigan while you're in Near South Side. Surround yourself with nature at Grant Park and Northerly Island. Travelers love Near South Side for its array of dining options.
When is the best time to book a hotel with a pool in Near South Side?
You may want to consider an accommodation with an outdoor swimming pool if you'll be visiting in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.

Explore a world of travel with Expedia