The Best Hotels with a Pool in Near South Side, IL from NT$4,746 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

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$6,419 total

includes taxes & fees

Jul 7 - Jul 8

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

NT$11,394 total

includes taxes & fees

Jul 9 - Jul 10

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

Jul 12 - Jul 13

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$8,151 total

includes taxes & fees

Jul 19 - Jul 20

Sentral Michigan Avenue

Downtown Chicago

Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.

NT$7,281 total

includes taxes & fees

Jul 8 - Jul 9

JW Marriott Chicago

Downtown Chicago

Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.

NT$13,255 total

includes taxes & fees

Aug 6 - Aug 7

Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

NT$10,976 total

includes taxes & fees

Jul 7 - Jul 8

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

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

NT$7,330 total

includes taxes & fees

Jul 9 - Jul 10

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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/Magnificent Mile Suites

10/10 Excellent

"Such amazing place for families. Great location, room set up and friendly staff. We will continue to stay here for each of our visits."

Hyatt Regency Chicago

8/10 Good

"Property is clean, safe and just in the middle of all attractions. Service desk staff are very friendly and accomodative. They take your requests seriously and they work on it and foolow up. That is all great! My only complaint is deceptive $30 per day "destination fee". They say they give $25 dinner credit, but we all know it is a bite to get you to their dinner table. Because of that deceptive technic, I didnt take dinner even a single day out of four nights stay there. Otherwise I would have tried atleast one dinner at their beutiful dining space."

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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