The Best Hotels with a Pool in Near South Side, IL from NT$7,124 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.

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Our top choices for Near South Side hotels with a pool

Trump International Hotel & Tower Chicago

Downtown Chicago

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

NT$19,858 total

includes taxes & fees

Jul 26 - Jul 27

JW Marriott Chicago

Downtown Chicago

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

NT$13,038 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$10,369 total

includes taxes & fees

Jul 12 - Jul 13

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

NT$11,391 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$10,344 total

includes taxes & fees

Aug 9 - Aug 10

Palmer House a Hilton Hotel

Downtown Chicago

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

NT$11,010 total

includes taxes & fees

Aug 9 - Aug 10

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$7,124 total

includes taxes & fees

Aug 9 - Aug 10

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$7,863 total

includes taxes & fees

Aug 9 - Aug 10

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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

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Beautiful place! Loved it. Nice and clean"

Omni Chicago Hotel

10/10 Excellent

"This was our first Omni hotel stay and I kept thinking the entire time that I would now be Omni loyal moving forward. The staff really made it. We willingly ate dinner at our hotel each night because of how wonderful the staff was. Our room was a bit delayed at check in and they went above and beyond to apologize for the inconvenience. Everything was just truly amazing. Even the little details such as sparkling water in the gym."

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"The suites are spacious and accommodated me, my husband, and mother in the same hotel room. She slept on the sofa bed and us in the bedroom with the door closed. We all had privacy. The hotel staff ate super friiendly and helpful. It is also close to Michigan Ave but is a walk to the river."

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.

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Our top choices for Near South Side hotels with a pool