The Best Hotels with a Pool in Near South Side, IL from NT$6,437 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 steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel : Hotel, 3-minute walk from Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites : 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.

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$6,437 total

includes taxes & fees

Jul 9 - Jul 10

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$7,581 total

includes taxes & fees

Jul 8 - Jul 9

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$7,108 total

includes taxes & fees

Jul 8 - Jul 9

Trump International Hotel & Tower Chicago

Downtown Chicago

Luxurious indoor pool sanctuary at Chicago's premier tower with rejuvenating spa services.

NT$17,854 total

includes taxes & fees

Jul 19 - Jul 20

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

NT$7,330 total

includes taxes & fees

Jul 9 - Jul 10

JW Marriott Chicago

Downtown Chicago

Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.

NT$12,989 total

includes taxes & fees

Aug 7 - Aug 8

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

NT$8,402 total

includes taxes & fees

Jul 27 - Jul 28

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.

NT$9,622 total

includes taxes & fees

Jul 19 - Jul 20

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 O'Hare Chicago

10/10 Excellent

"The tub was great"

Omni Chicago Hotel

8/10 Good

"The staff was incredible! Our room was dated and the bed was not great- needed to be replaced (sank/tagged a lot on one side/ corner) and the room just felt dated. Pretty clean. The bathroom was nice! Confusion about pool. Some places say the pool/ hot tub are available, but they are not. This hotel is a great location. Parking is pricier than other properties nearby and not very convenient- we used public parking 2 blocks away. Would we return? Maybe. For the price, we'd probably end up choosing a different hot next time."

Warwick Allerton - Chicago

8/10 Good

"Shower was very clean. Room was quite small. The discolored carpets were not so good to look at. The quality of customer service was lacking. The multiple gentlemen at the front entrance never helped hold the doors even with me bringing in and out two big heavy bags i had to position my 7 year old in the door way each time to lean against the heavy doors to keep them open while I hauled the bags in or out. The staff just usually stared at us while we figured it out. Housekeeping ladies were great! The gentleman at the coffee shop was quite rude both times i went to buy coffee in the mornings. So the third morning i decided to make the coffee in my room. When i asked initially if the coffee was complimentary his response was " there is a free thing of water over there ma'am". When i proceeded to pour myself a cup of coffee he immediately begun hounding me about payment i had to tell him 3 times that i would pay as soon as i was done making my cup. Front desk staff also had an air of dismissiveness."

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 steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel: Hotel, 3-minute walk from Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites: 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.

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