The Best Hotels with a Pool in Near South Side, IL from NT$5,528 in 2026

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

Hyatt Regency McCormick Place Chicago : Hotel, 8-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Hyatt Regency O'Hare Chicago : Hotel steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. The Wade : Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.

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

1. Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$5,578 total

includes taxes & fees

Aug 19 - Aug 20

2. 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.

NT$6,184 total

includes taxes & fees

Aug 18 - Aug 19

3. Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$5,528 total

includes taxes & fees

Aug 16 - Aug 17

4. Hilton Chicago

Downtown Chicago

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

NT$9,793 total

includes taxes & fees

Aug 30 - Aug 31

5. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

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

NT$7,643 total

includes taxes & fees

Aug 30 - Aug 31

6. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

NT$6,529 total

includes taxes & fees

Aug 30 - Aug 31

7. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.

NT$10,362 total

includes taxes & fees

Aug 30 - Aug 31

8. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

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

NT$8,375 total

includes taxes & fees

Aug 9 - Aug 10

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Breakfast included

4 stars

Top Near South Side Hotel Reviews

Congress Plaza Hotel

8/10 Good

"We were there to see a play on the first day of Lollapalooza, so it was very busy around the hotel. The hotel itself is over 130 years old and it shows in some areas. The main thing is it was right next door to our theater and it was clean and comfortable although the room was pretty small."

Frequently asked questions

What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago: Hotel, 8-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Hyatt Regency O'Hare Chicago: Hotel steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. The Wade: Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.

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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