The Best Hotels with a Pool in Near South Side, IL from NT$7,156 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$6,397 total

includes taxes & fees

Aug 9 - Aug 10

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$6,399 total

includes taxes & fees

Aug 9 - Aug 10

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$6,070 total

includes taxes & fees

Aug 10 - Aug 11

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

NT$11,443 total

includes taxes & fees

Jul 19 - Jul 20

Trump International Hotel & Tower Chicago

Downtown Chicago

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

NT$17,939 total

includes taxes & fees

Jul 19 - Jul 20

JW Marriott Chicago

Downtown Chicago

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

NT$13,050 total

includes taxes & fees

Aug 7 - Aug 8

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$9,059 total

includes taxes & fees

Aug 11 - Aug 12

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$8,067 total

includes taxes & fees

Aug 9 - Aug 10

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

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"The first day we arrived. Our room had no A/C! First staff member that attended was very rude and very unprofessional! The next member who attended our room was fantastic to deal with!"

Hyatt Regency O'Hare Chicago

10/10 Excellent

"The check in process was very smooth and the hotel is a perfect distance if you have a long layover and want to eat and bathe before your connection. We stayed the night for this very reason and it all went over smoothly. Very glad we stayed here as it was a peaceful nights sleep and a good meal at the on-site restaurant before finishing our journey home."

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