The Best Hotels with a Pool in Near South Side, IL from NT$6,646 in 2026

Q: What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago : Hotel, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel : Hotel, 8-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from Michigan Avenue. Offers 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

1. 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$9,190 total

includes taxes & fees

Sep 23 - Sep 24

2. Hilton Garden Inn Chicago McCormick Place

Near South Side

NT$8,948 total

includes taxes & fees

Sep 23 - Sep 24

3. Home2 Suites by Hilton Chicago McCormick Place

Near South Side

NT$11,177 total

includes taxes & fees

Oct 2 - Oct 3

4. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

NT$8,339 total

includes taxes & fees

Sep 29 - Sep 30

5. Hilton Chicago

Downtown Chicago

Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.

NT$10,060 total

includes taxes & fees

Sep 27 - Sep 28

6. 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$6,949 total

includes taxes & fees

Sep 20 - Sep 21

7. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

NT$7,384 total

includes taxes & fees

Sep 20 - Sep 21

8. Best Western River North Hotel

Downtown Chicago

Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.

NT$6,646 total

includes taxes & fees

Sep 28 - Sep 29

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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

"Received a wellness check in call from the staff every day"

The Wade

10/10 Excellent

"My room was so clean, staff was friendly, and the hotel was in such a perfect spot for the lake, shopping, and Navy Pier. I truly can’t wait to go back! Will say parking looked pricey, but the area is very walkable and I felt very safe being out so late and walking from Soldier Stadium to The Wade, from the Riverwalk to The Wade, Navy Pier to The Wade."

Hyatt Regency McCormick Place Chicago

10/10 Excellent

"The room did have a noticeable adhesive-like odor, similar to what I'd seen mentioned in another review. While it wasn't severe enough to ruin my stay, it was a little distracting. Guests who are sensitive to smells may find it bothersome. Despite that, I'm still giving 5 stars because I believe the hotel staff would have quickly resolved the issue by moving me to a different room if needed. I had just returned from the YE concert and was too tired to go through the process, so I decided to stay in the room. Overall, the staff and experience still deserved a positive rating."

Frequently asked questions

What are some accommodations with pools in Near South Side?

Hyatt Regency McCormick Place Chicago: Hotel, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel, 8-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from Michigan Avenue. Offers 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 Northerly Island. 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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