The Best Hotels with a Pool in Near South Side, IL from NT$6,381 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$6,419 total

includes taxes & fees

Jul 9 - Jul 10

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$5,677 total

includes taxes & fees

Jul 7 - Jul 8

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$5,605 total

includes taxes & fees

Jul 7 - Jul 8

Trump International Hotel & Tower Chicago

Downtown Chicago

Luxurious indoor pool sanctuary at Chicago's premier tower with rejuvenating spa services.

NT$17,803 total

includes taxes & fees

Jul 12 - Jul 13

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$8,116 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$9,685 total

includes taxes & fees

Jul 6 - Jul 7

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$6,381 total

includes taxes & fees

Jul 6 - Jul 7

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$7,558 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

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"The hotel and room were clean but there were a few areas of peeling wallpaper and paintwork that could be addressed. Staff at reception were very helpful but some at the breakfast buffet were not so. Better communication of what is/is not included in your rate would be an improvement. Great location as just 5 minutes from Michigan avenue."

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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