The Best Hotels with a Pool in Near South Side, IL from NT$2,797 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

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$5,187 total

includes taxes & fees

Aug 2 - Aug 3

Super 8 by Wyndham Chicago O'Hare Airport

Elk Grove Village

Dive into year-round aquatic bliss at this Chicago airport hotel with a pristine indoor pool and cozy fireplace in the lobby.

NT$3,379 total

includes taxes & fees

Jul 12 - Jul 13

Chicago Club Inn & Suites

Westmont

Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.

NT$2,797 total

includes taxes & fees

Jul 19 - Jul 20

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$6,437 total

includes taxes & fees

Jul 9 - Jul 10

Palmer House a Hilton Hotel

Downtown Chicago

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

NT$11,815 total

includes taxes & fees

Aug 6 - Aug 7

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hyatt Place Chicago/O'Hare Airport

Rosemont

Dive into pure bliss at this Chicago hotel's indoor pool sanctuary with loungers for post-adventure relaxation.

NT$5,535 total

includes taxes & fees

Jul 19 - Jul 20

Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.

NT$6,478 total

includes taxes & fees

Aug 3 - Aug 4

Fairfield Inn & Suites by Marriott Chicago O'Hare

Des Plaines

A tranquil indoor pool sanctuary awaits at this Chicago O'Hare hotel with free airport shuttle service.

NT$4,915 total

includes taxes & fees

Jul 19 - Jul 20

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Breakfast included

4 stars

Top Near South Side Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"everything good"

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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Our top choices for Near South Side hotels with a pool

Hilton Chicago/Oak Brook Hills Resort & Conference Center