The Best Hotels with a Pool in Near South Side, IL from NT$6,415 in 2026

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

Hyatt Regency McCormick Place Chicago : Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Congress Plaza Hotel : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel : Hotel, 3-minute walk from Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites : Hotel, 3-minute walk from Merchandise Mart. Features 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

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$6,391 total

includes taxes & fees

Jul 6 - Jul 7

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$5,674 total

includes taxes & fees

Jul 7 - Jul 8

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$5,602 total

includes taxes & fees

Jul 7 - Jul 8

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

Dive into a poolside oasis with year-round swimming at this upscale golf resort.

NT$5,152 total

includes taxes & fees

Aug 2 - Aug 3

avid hotel Chicago O’Hare – Des Plaines by IHG

Des Plaines

Dive into refreshing laps at this spotless hotel with a pristine indoor pool.

NT$4,147 total

includes taxes & fees

Jul 5 - Jul 6

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Rosemont

Splash into comfort at this convention center hotel with an inviting indoor pool and fitness options.

NT$4,752 total

includes taxes & fees

Jul 8 - Jul 9

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

NT$6,415 total

includes taxes & fees

Jul 7 - Jul 8

Hampton Inn & Suites Chicago Medical District UIC

Near West Side

Sleek indoor pool oasis at Chicago medical district hotel offers year-round swimming bliss.

NT$6,349 total

includes taxes & fees

Jul 7 - Jul 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

Omni Chicago Hotel

10/10 Excellent

"The rooms were spotless and very well tended to. My wife and I really enjoyed how central it was to many stores, restaurants, and places of interest. We also enjoyed the bar, with its selection of great drinks; it was a great way to relax after walking around Chicago all day!"

Hyatt Regency O'Hare Chicago

10/10 Excellent

"We were there under duress. Our flights had been canceled, our luggage delayed, and it was so late! The staff was amazing. They were quick and responsive. The room was gorgeous!! I set my alarm and slept late, and there were no disturbances. There was a wait for the restaurant to open. The atrium was extremely spacious and seating diverse and comfortable. The staff at the restaurant was equally as professional as the front desk staff had been the night before. Thank you, Hyatt. I feel well cared for!!"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Super convenient location with very close CTA bus stops to connect you almost anywhere you want to go. Close to walk to the many shopping options on Michigan Ave. the lobby/common areas of the hotel were beautiful. The room was fine, had everything we needed (though a microwave would have been nice) but it looked like they did some repairs in and room but didn’t finish them well so there were patches in the wall paper- small things that just stood out when the main level looked so luxurious."

Frequently asked questions

What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago: Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel: Hotel, 3-minute walk from Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites: Hotel, 3-minute walk from Merchandise Mart. Features 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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