The Best Hotels with a Pool in Near South Side, IL from NT$5,820 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, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hotel Riu Plaza Chicago : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago : Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club.

Adler Planetarium Birds Eye View in Summer

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Near South Side Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

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$5,820 total

includes taxes & fees

Jul 2 - Jul 3

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$5,979 total

includes taxes & fees

Jul 6 - Jul 7

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$5,957 total

includes taxes & fees

Jul 6 - Jul 7

Palmer House a Hilton Hotel

Downtown Chicago

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

NT$8,946 total

includes taxes & fees

Jul 3 - Jul 4

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$7,323 total

includes taxes & fees

Jul 1 - Jul 2

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

NT$8,608 total

includes taxes & fees

Jul 5 - Jul 6

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$8,875 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$8,429 total

includes taxes & fees

Jul 1 - Jul 2

View all properties

Choose what matters most at hotels with a pool in Near South Side

Breakfast included

4 stars

Top Near South Side Hotel Reviews

Hyatt Regency McCormick Place Chicago

10/10 Excellent

"Clean room and plenty od things to do there"

Hotel Felix River North/Magnificent Mile

8/10 Good

"Hotel Felix was in a fantastic location. The staff were very friendly. Our room on the 9th floor with 2 double beds was small, with only a mini fridge. The curtains were old and difficult to open and close. The WiFi would drop or was very slow. The television also provided issues, turning off or to the starting screen, multiple times. The hotel offered only coffee/tea and fresh fruit until 9am. The staff made our stay more enjoyable."

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, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hotel Riu Plaza Chicago: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago: Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club.

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.

Explore a world of travel with Expedia

Book Hotels in Near South Side on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Near South Side Hotels with a Pool