The Best Hotels with a Pool in Near South Side, IL from NT$5,860 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

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

NT$11,450 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$9,072 total

includes taxes & fees

Aug 11 - Aug 12

JW Marriott Chicago

Downtown Chicago

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

NT$12,139 total

includes taxes & fees

Aug 15 - Aug 16

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$6,249 total

includes taxes & fees

Aug 10 - Aug 11

Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$6,398 total

includes taxes & fees

Aug 9 - Aug 10

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$5,860 total

includes taxes & fees

Aug 10 - Aug 11

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$6,707 total

includes taxes & fees

Aug 16 - Aug 17

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.

NT$8,381 total

includes taxes & fees

Jul 19 - Jul 20

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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 Chicago

10/10 Excellent

"I got the best views from my window. The staff has been wonderful and helpful throughout the stay."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"The staff were incredibly busy when we arrived, however they were always pleasant and helpful with any of our needs. Our room was perfect for my daughter and my trip. We enjoyed a concert, amazing restaurants, and incredible shopping, all near our hotel. Definitely staying here again when we are in town."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"The hotel was great in many aspects. The room was cleaned and well maintained. The staff was pleasant and accommodating. The pool huge and majestic. The hotel is a piece of history with modern conveniences. Location, location, location. This hotel is on the best spot of the magnificent mile and close to all tourist spots !!!"

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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