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 steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel : Hotel, 3-minute walk from Millennium Park. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Congress Plaza Hotel : Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago : 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.

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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.

NT$6,247 total

includes taxes & fees

Aug 10 - Aug 11

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$6,073 total

includes taxes & fees

Aug 10 - Aug 11

Trump International Hotel & Tower Chicago

Downtown Chicago

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

NT$17,945 total

includes taxes & fees

Aug 10 - Aug 11

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

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

NT$11,443 total

includes taxes & fees

Aug 9 - Aug 10

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$10,391 total

includes taxes & fees

Aug 9 - Aug 10

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$8,561 total

includes taxes & fees

Aug 11 - Aug 12

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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 O'Hare Airport

10/10 Excellent

"All ok!!!"

Congress Plaza Hotel

8/10 Good

"Staff shortage was unable to curtail all manner of people coming in off the streets and be loud and disruptive. No amenities to speak of and only a portion of the property is in use. Staff seemed overwhelmed by the steady flow of loud street people and there's really nothing on-site other than a mediocre breakfast restaurant and a bar/room service. The lobby is gorgeous though and one can only wonder how vibrant and luxurious this hotel/convention center was in its heyday. Location is excellent and safety was not a concern."

Omni Chicago Hotel

10/10 Excellent

"While amenities and being up to date are important, my main focus for a hotel is it’s cleanliness and how comfortable is the bed since I’ve stayed many places that while nice, if the bed is uncomfortable can ruin your stay. Our room at Omni was clean and comfortable. There were a few things that looked a little tired and could use updating but overall we had a good sleep and were refreshed for the next day."

Frequently asked questions

What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago: Hotel steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel: Hotel, 3-minute walk from Millennium Park. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Congress Plaza Hotel: Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago: 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.

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