The Best Hotels with a Pool in Near South Side, IL from NT$4,739 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. Provides flat-screen televisions and an indoor pool. Congress Plaza Hotel : Hotel steps from State Street. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites : Hotel steps from Michigan Avenue. 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$5,563 total

includes taxes & fees

Jul 6 - Jul 7

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$4,821 total

includes taxes & fees

Jul 5 - Jul 6

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$4,739 total

includes taxes & fees

Jul 5 - Jul 6

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$6,102 total

includes taxes & fees

Jul 1 - Jul 2

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$6,377 total

includes taxes & fees

Jul 6 - Jul 7

Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

NT$9,591 total

includes taxes & fees

Jul 6 - Jul 7

Sentral Michigan Avenue

Downtown Chicago

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

NT$6,629 total

includes taxes & fees

Jul 1 - Jul 2

JW Marriott Chicago

Downtown Chicago

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

NT$10,189 total

includes taxes & fees

Jul 5 - Jul 6

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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

8/10 Good

"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in the hotel they could not have accommodated even one of the three rooms booked and the check in clerk was not friendly about it. For this reason and the overall appearance of the hotel I would not recommend it. I gave it some 4 stars because the bell desk and the valet were cordial. But next time I'll stay somewhere else."

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. Provides flat-screen televisions and an indoor pool. Congress Plaza Hotel: Hotel steps from State Street. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites: Hotel steps from Michigan Avenue. 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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