The Best Hotels with a Pool in Near South Side, IL from NT$5,642 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.

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Our top choices for Near South Side hotels with a pool

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$5,882 total

includes taxes & fees

Aug 10 - Aug 11

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$5,642 total

includes taxes & fees

Aug 18 - Aug 19

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$6,427 total

includes taxes & fees

Aug 9 - Aug 10

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

NT$6,759 total

includes taxes & fees

Aug 10 - Aug 11

Sentral Michigan Avenue

Downtown Chicago

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

NT$6,687 total

includes taxes & fees

Aug 17 - Aug 18

Hilton Chicago

Downtown Chicago

Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.

NT$11,004 total

includes taxes & fees

Aug 6 - Aug 7

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

Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.

NT$6,716 total

includes taxes & fees

Aug 16 - Aug 17

Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.

NT$7,803 total

includes taxes & fees

Aug 9 - Aug 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

Holiday Inn & Suites Chicago - Downtown by IHG

8/10 Good

"Had a good stay. Hotel was close to public transportation stops so it was easy to get around. The staff was friendly and helpful. The roof top pool was a nice escape in the middle of the city and summer heat."

Congress Plaza Hotel

10/10 Excellent

"Wonderful location - we were right across from Buckingham Fountain. From the 11th floor, we had a great view of the lake. Old style elegance. The a/c - heating system is of a different era. I would not book a lake side room during the height of the summer - I don't think the system could keep up."

The Wade

8/10 Good

"Why book here? LOCATION and competitive price. Why not? If you care about hospitality. This isn't going to be the place. Some of the front desk staff were impatient and border line dismissive. No decaf, despite a sign saying it was available. Just plan to go to Starbucks about a block away for coffee of any quality. Check in evening staff, told us breakfast would be served (Marriott member) and then we weren't given the magic card. Morning staff said we didn't qualify and we got the signal NOT to bother them with unreasonable questions. Our room was next to elevator and I was glad I had my ear plugs. No coffee in rooms. Weird kinda sensual picture of red lips predominant art in room... not family friendly or sensitive to women's modern issues. Views of lake were great! Easy walking location to see Lake Shore Drive and Many other great attractions. LOVED the beach and lake. It is amazingly clear water. Just have realistic expectations that this is a place to sleep and the staff may not care or are burned out. Great service oriented humans are expensive. You're not paying for that here."

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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Our top choices for Near South Side hotels with a pool