The Best Hotels with a Pool in Near South Side, IL from NT$2,801 in 2026

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

Hilton Chicago : Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites : Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Palmer House a Hilton Hotel : Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Club Quarters Hotel Wacker at Michigan, Chicago : Hotel, 14-minute walk from Chicago Riverwalk. Offers 2 restaurants, an indoor pool, and a sauna. Embassy Suites by Hilton Chicago Downtown River North : Hotel, 5-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool, and LED televisions.

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Our top choices for Near South Side hotels with a pool

Hilton Garden Inn Chicago McCormick Place

Near South Side

Davenia

NT$2,940 total

includes taxes & fees

Jan 30 - Jan 31

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

Sarah

NT$3,124 total

includes taxes & fees

Jan 30 - Jan 31

Hampton Inn Chicago McCormick Place

Near South Side

Jesus

NT$3,014 total

includes taxes & fees

Feb 1 - Feb 2

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Lorenzo Martrel

NT$2,983 total

includes taxes & fees

Feb 8 - Feb 9

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft Chicago Mag Mile

Downtown Chicago

Alec

NT$3,155 total

includes taxes & fees

Feb 1 - Feb 2

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers

voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago

suleman

NT$4,306 total

includes taxes & fees

Feb 22 - Feb 23

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Zachary

NT$3,166 total

includes taxes & fees

Feb 1 - Feb 2

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

ANN

NT$2,801 total

includes taxes & fees

Feb 8 - Feb 9

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Top Near South Side Hotel Reviews

Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Great location. Extra $70/day deposit that I was not made aware of."

DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"My family and I had a great stay! Friendly reception, greeted with warm cookies and water upon arrival. Room was nice and quiet. Enjoyed breakfast at hotel in the morning (not included, extra charge). Location is just a few blocks to magnificent mile. Overall great stay! "

Frequently asked questions

What are some accommodations with pools in Near South Side?

Hilton Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Palmer House a Hilton Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel, 14-minute walk from Chicago Riverwalk. Offers 2 restaurants, an indoor pool, and a sauna. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 5-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool, and LED televisions.

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.

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Our top choices for Near South Side hotels with a pool

Hilton Garden Inn Chicago McCormick Place