The Best Hotels with a Pool in Near South Side, IL from NT$6,070 in 2026

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

Hyatt Regency McCormick Place Chicago : Hotel steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel : Hotel, 3-minute walk from Millennium Park. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Congress Plaza Hotel : Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago : 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$6,626 total

includes taxes & fees

Aug 9 - Aug 10

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$6,399 total

includes taxes & fees

Aug 9 - Aug 10

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$6,070 total

includes taxes & fees

Aug 10 - Aug 11

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$7,616 total

includes taxes & fees

Jul 19 - Jul 20

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$5,192 total

includes taxes & fees

Jul 26 - Jul 27

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$3,455 total

includes taxes & fees

Jul 13 - Jul 14

Holiday Inn Express & Suites Chicago - Oak Forest by IHG

Oak Forest

Splash into all-weather aquatic fun at this Chicago hotel's sparkling indoor pool oasis.

NT$4,006 total

includes taxes & fees

Aug 9 - Aug 10

Chicago Club Inn & Suites

Westmont

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

NT$2,429 total

includes taxes & fees

Aug 10 - Aug 11

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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

Congress Plaza Hotel

10/10 Excellent

"Great value for the price"

Hilton Chicago/Magnificent Mile Suites

8/10 Good

"We stayed for 3 nights. the staff were nice, the restaurant &bar at the lobby was good. down side was the card key didn't work well for elevator, and on the check out day at 8:30am , a house keeper knocked the doorto ask about checking out. Luckily, I was awake and got dressed up , but it was unpleasant. Other than that, everything was good."

Frequently asked questions

What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago: Hotel steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel: Hotel, 3-minute walk from Millennium Park. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Congress Plaza Hotel: Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago: 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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