TOP Hotels with Swimming Pool in Near South Side, IL for 2026

Q: What are some accommodation options 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. The Chicago Hotel Collection - Magnificent Mile : Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool and a sauna. Hyatt Regency O'Hare Chicago : Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. The Chicago Hotel Collection Ambassador Gold Coast : Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool and a snack bar/deli.

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.

₹17,381 total

includes taxes & fees

5 Jul - 6 Jul

Hilton Garden Inn Chicago McCormick Place

Near South Side

₹17,585 total

includes taxes & fees

5 Jul - 6 Jul

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

₹16,848 total

includes taxes & fees

8 Jul - 9 Jul

Palmer House a Hilton Hotel

Downtown Chicago

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

₹25,244 total

includes taxes & fees

6 Jul - 7 Jul

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

₹18,953 total

includes taxes & fees

5 Jul - 6 Jul

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

₹27,926 total

includes taxes & fees

5 Jul - 6 Jul

Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

₹26,503 total

includes taxes & fees

5 Jul - 6 Jul

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.

₹24,909 total

includes taxes & fees

30 Jun - 1 Jul

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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

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Great hotel in downtown Chicago"

Hilton Chicago O'Hare Airport

10/10 Excellent

"I love how convenient this hotel is. However they should FIRE their designer. Whoever thought shag carpets work with rolling luggage has never been a guest at the hotel. The room hallways have a lower profile carpet but still difficult. Even the maintenance people joke about it; not really funny when you have multiple bags."

Frequently asked questions

What are some accommodation options 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. The Chicago Hotel Collection - Magnificent Mile: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool and a sauna. Hyatt Regency O'Hare Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. The Chicago Hotel Collection Ambassador Gold Coast: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool and a snack bar/deli.

What is there to see and do in Near South Side?

Explore places such as Soldier Field and Lake Michigan while you're in Near South Side. Surround yourself with nature at Grant Park and Burnham Park. Travellers 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 accommodation that offers an outdoor pool if you plan to visit in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is -1°C.

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