Find Hotels with a Pool in Near South Side, IL from CA $115

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Check prices for these dates

Tonight
Nov 14 - Nov 15
Tomorrow
Nov 15 - Nov 16
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Our top choices for Near South Side hotels with a pool

A modern indoor swimming pool with clear glass walls, a poolside seating area with chairs, and large windows offering views of the outside.

1. Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
3.0 star property
South Loop
9.0 out of 10, Wonderful, (1,043 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 CA $122
CA $146 total
includes taxes & fees
Dec 14 - Dec 15
Hampton Inn Chicago McCormick Place
A modern indoor swimming pool with clear glass walls, a seating area with chairs and red vases, and large windows offering a view of the city.

2. 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, (958 reviews)
The price is CA $116
CA $136 total
includes taxes & fees
Dec 14 - Dec 15
Home2 Suites by Hilton Chicago McCormick Place
A modern indoor swimming pool with clear glass walls, a seating area with chairs and red vases, and large windows offering a view of the city.

3. Hilton Garden Inn Chicago McCormick Place

Hilton Garden Inn Chicago McCormick Place
3.0 star property
South Loop
8.8 out of 10, Excellent, (1,000 reviews)
The price is CA $120
CA $142 total
includes taxes & fees
Dec 14 - Dec 15
Hilton Garden Inn Chicago McCormick Place
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

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, (2,204 reviews)
  • cleanliness
    Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
The price is CA $138
CA $162 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown South Loop
A swimming pool area with a view of a brick building through large windows.

5. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,540 reviews)
  • cleanliness
    Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
The price is CA $193
CA $271 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

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, (2,588 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is CA $138
CA $164 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile
A modern indoor swimming pool with clear blue water, large windows offering city views, and a poolside area with chairs and a sun lounger.

7. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,309 reviews)
  • cleanliness
    Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.
The price is CA $179
CA $213 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt House Chicago/West Loop-Fulton Market
A rooftop pool with lounge chairs and potted plants, surrounded by modern buildings.

8. 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, (1,275 reviews)
  • cleanliness
    A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.
The price is CA $144
CA $188 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn & Suites Chicago - Downtown by IHG
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

9. 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, (3,019 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is CA $169
CA $242 total
includes taxes & fees
Dec 14 - Dec 15
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A swimming pool with lounge chairs and a wall with a patterned design.

10. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,702 reviews)
  • cleanliness
    Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
The price is CA $168
CA $200 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Place Chicago/Downtown - The Loop
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

Compare popular hotels in Near South Side

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A lobby with a fireplace, seating area, and large windows offering a view of the outside.
Hampton Inn Chicago McCormick Place
3.0 star property
9.0
Wonderful
1,043 reviews
View
An outdoor seating area with sofas and a coffee table, a stone wall, and a view of the cityscape.
Hilton Garden Inn Chicago McCormick Place
3.0 star property
8.8
Excellent
1,000 reviews
View
A lobby with a reception desk, seating areas, and a large chandelier.
Home2 Suites by Hilton Chicago McCormick Place
3.0 star property
9.2
Wonderful
958 reviews
View
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
8.8
Excellent
2,204 reviews
View
A multi-story building with a prominent entrance featuring a large archway and a sign.
Hilton Chicago
4.0 star property
8.6
Excellent
3,540 reviews
View

Top Near South Side Hotel Reviews

A modern indoor swimming pool with clear glass walls, a poolside seating area with chairs, and large windows offering views of the outside.
Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
South Loop

10/10 Excellent

It was a great stay
Canada
Nino
Reviewed October 24, 2026
Hampton Inn Chicago McCormick Place

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. River Hotel: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel: 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 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 Burnham Park. 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.

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