The Best Hotels with a Pool in Near South Side, IL from NT$3,745 in 2026

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

Hyatt Regency McCormick Place Chicago : Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel : Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago : Hotel located near Donald E. Stephens Convention Center. Provides an indoor pool, an outdoor pool, and a snack bar/deli.

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Our top choices for Near South Side hotels with a pool

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$5,972 total

includes taxes & fees

Jul 5 - Jul 6

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$5,509 total

includes taxes & fees

Jul 2 - Jul 3

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$5,702 total

includes taxes & fees

Jul 2 - Jul 3

Palmer House a Hilton Hotel

Downtown Chicago

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

NT$7,833 total

includes taxes & fees

Jul 1 - Jul 2

Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

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

NT$4,987 total

includes taxes & fees

Jul 1 - Jul 2

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$8,540 total

includes taxes & fees

Jul 1 - Jul 2

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.

NT$8,425 total

includes taxes & fees

Jul 1 - Jul 2

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$8,591 total

includes taxes & fees

Jul 6 - Jul 7

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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

10/10 Excellent

"The room was very clean when we got there. The staff was very helpful. We loved our stay."

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"The hotel was perfect for what we needed! The king-size room was very comfortable. The staff consistently text and was responsive to anything we needed. Great service! The 15th floor lobby and restaurant are great for hanging out and catching a drink at the bar or grabbing a bite or a snack. Even had Garrett‘s popcorn! I would definitely stay there again. We really liked location because it wasn’t in its own nook without much around in that particular cul-de-sac, but it led you right back to the main street and bridge area so you can walk the riverwalk easily."

Frequently asked questions

What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago: Hotel located near Donald E. Stephens Convention Center. Provides an indoor pool, an outdoor pool, and a snack bar/deli.

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