A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Find Hotels with a Pool in South Side, IL

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Check availability on South Side Hotels with a Pool

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for South Side hotels with a pool

A swimming pool with lounge chairs and tables, surrounded by large windows.
A modern bar area with high stools, a bar counter, and a seating area with round tables and chairs.
A hotel room with two beds, a desk, and a chair.
Lobby lounge

1. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
  • Splash into luxury at Chicago Marriott Midway's indoor pool, open from 5 AM to 11 PM for all-day aquatic enjoyment.
NT$5,469
NT$6,425 total
includes taxes & fees
Nov 15 - Nov 16
Chicago Marriott Midway
A swimming pool with lounge chairs and a sunbed, large windows, and a view of buildings outside.
A modern bar area with wooden furniture, a beverage display, and a Starbucks logo.
A modern reception area with a wooden reception desk, a seating area with sofas and a coffee table, and a large wall-mounted artwork.
A modern lobby with a sofa set, a coffee table, and a large abstract wall art piece.

2. Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport
Bedford Park
  • Sun-drenched afternoons await at this indoor pool retreat with refreshing amenities and comfort.
NT$4,888
NT$5,743 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chicago Midway Airport
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

3. Embassy Suites by Hilton Chicago Downtown River North

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$4,895
NT$5,819 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
A modern indoor swimming pool with clear glass walls, a seating area with chairs and red vases, and large windows offering a view of the city.
A modern kitchenette with a white countertop, stainless steel sink, and a coffee maker.
An outdoor seating area with a fire pit, a brick planter with greenery, and a modern building with large windows.
A modern reading area with teal chairs, a large bookshelf, and a city view through large windows.

4. Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place
South Loop
NT$4,959
NT$5,822 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Chicago McCormick Place
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A person sitting by a window with a cityscape view.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
The Intercontinental hotel facade with a large American flag and a floral display.

5. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
NT$6,820
NT$9,234 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
An indoor swimming pool with a skylight, tiled floor, and poolside seating.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.
A modern hotel with a corner location, large windows, and a green awning.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

6. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
  • Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
NT$4,247
NT$5,049 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chicago Downtown
A modern indoor swimming pool with clear blue water, lounge chairs, and a tiled wall with a blue mosaic pattern.
A historic building with large windows and a marquee sign for a hotel.
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.

7. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
NT$8,171
NT$10,862 total
includes taxes & fees
Oct 30 - Oct 31
JW Marriott Chicago
A modern indoor swimming pool with clear blue water, large windows offering city views, and a poolside area with chairs and a sun lounger.
A modern lounge area with seating, a bar, and large windows offering views.
A modern interior with a long counter, glass partitions, and a brick wall backdrop.
A view from a window with a cityscape in the background, including modern buildings and a clear sky.

8. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
Downtown Chicago
  • Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.
NT$6,273
NT$7,458 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt House Chicago/West Loop-Fulton Market
A modern indoor swimming pool with clear glass walls, a poolside seating area with chairs, and large windows offering views of the outside.
A modern living room with a fireplace, two red sofas, a green armchair, and a coffee table.
A modern high-rise building with a glass facade, located in an urban setting with a street and other buildings nearby.
A lobby with a fireplace, seating area, and large windows offering a view of the outside.

9. Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
South Loop
  • Dive into a refreshing Chicago escape at this hotel with an indoor pool, steps from Wintrust Arena and McCormick Place.
NT$5,167
NT$6,143 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Chicago McCormick Place
An indoor swimming pool with a skylight, lounge chairs, and potted plants.
A bar area with a long counter, metal bar stools, hanging pendant lights, and a variety of bottles on shelves.
A bar area with a foosball table, seating, and a rustic brick wall.
A spacious lobby with a high ceiling, large windows, and a central seating area with sofas and a coffee table.

10. Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
  • Splash into pure relaxation at this downtown hotel's indoor pool with loungers and fitness center access.
NT$8,943
NT$11,780 total
includes taxes & fees
Oct 31 - Nov 1
Renaissance Chicago Downtown Hotel
View all properties

Choose what matters most at hotels with a pool in South Side

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"The shuttle is an issue. Waited an hour for pickup at the Midway train station. The driver lied and said that he arrived and there was no one to pick up. Complete lie."
Jeffrey 2-night trip
Posted less than an hour ago
Holiday Inn Chicago – Midway Airport S by IHG
Chicago Marriott Midway

Chicago Marriott Midway

10/10 Excellent
"Love"
Ananada 3-night trip
Posted 9 hours ago
Chicago Marriott Midway

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