Book the Best Hotels with POOL in Near South Side in 2026

Q: What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago : Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel : Hotel, 5-minute walk from Chicago Riverwalk. Features 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna.

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

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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. Home2 Suites by Hilton Chicago McCormick Place

Near South Side

CA $266 total

includes taxes & fees

Sep 7 - Sep 8

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. Hilton Garden Inn Chicago McCormick Place

Near South Side

CA $276 total

includes taxes & fees

Sep 7 - Sep 8

3. Hampton Inn Chicago McCormick Place

Near South Side

Dive into a refreshing Chicago escape at this hotel with an indoor pool, steps from Wintrust Arena and McCormick Place.

CA $280 total

includes taxes & fees

Sep 7 - Sep 8

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

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

CA $252 total

includes taxes & fees

Sep 7 - Sep 8

An indoor swimming pool with a view of a brick building through large windows. There are seating areas with tables and chairs.

5. Hilton Chicago

Downtown Chicago

Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.

CA $321 total

includes taxes & fees

Sep 8 - Sep 9

A modern building with large glass windows and a covered walkway.

6. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.

CA $263 total

includes taxes & fees

Sep 7 - Sep 8

A swimming pool with lounge chairs and a wall with a patterned design.

7. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.

CA $279 total

includes taxes & fees

Sep 7 - Sep 8

An indoor swimming pool with lounge chairs and a no diving sign.

8. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.

CA $335 total

includes taxes & fees

Sep 7 - Sep 8

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

Breakfast included

4 stars

Top Near South Side Hotel Reviews

Hilton Chicago

10/10 Excellent

"The property was amazing, we were able to check in early without a fee. The staff were friendly and kind. My partner had accidentally left our water were bought from the shop in the shop, when we went back they recognized us after many many hours and let us take a cold water still! I would definitely stay here again!"

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"The room was perfect and the staff is so nice and helpful! The parking was pretty expensive but understandable. There is a chipotle connected which was perfect for when we wanted to grab a quick dinner! Last thing is that breakfast ended at 9 am which was quite early for us who had stayed out late so I wish it was until at least 10 am"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Great hotel in an excellent location, close to the Riverwalk and within walking distance of so many attractions. The hotel was quiet, clean, and nicely updated. We especially enjoyed the amenities and the really nice-sized pool. Overall, a great place to stay and explore Chicago!"

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. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel, 5-minute walk from Chicago Riverwalk. Features 2 restaurants, an indoor pool, and a sauna. 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 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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Check availability on Near South Side Hotels with a Pool

Our top choices for Near South Side hotels with a pool

1. Home2 Suites by Hilton Chicago McCormick Place