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Find Hotels with a Pool in South Side, IL

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Check availability on South Side Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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.
Lobby lounge
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

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$5,508
NT$6,471 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 hotel with a glass facade, a covered entrance, and an American flag.
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 bar area with wooden furniture, a beverage display, and a Starbucks logo.

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$4,925
NT$5,786 total
includes taxes & fees
Nov 1 - Nov 2
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-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

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$4,538
NT$6,185 total
includes taxes & fees
Oct 25 - Oct 26
Embassy Suites by Hilton Chicago Downtown River North
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 interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

4. 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$4,251
NT$5,054 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chicago Downtown
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a view of a building through large windows.
An outdoor seating area with a fire pit, a brick planter with greenery, and a modern building with large windows.
A conference room with a long table, chairs, and a TV on the wall.
A modern kitchenette with a white countertop, stainless steel sink, and a coffee maker.

5. Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place
South Loop
NT$4,862
NT$5,708 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Chicago McCormick Place
A modern indoor swimming pool with clear blue water, lounge chairs, and a tiled wall with a blue mosaic pattern.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.
A luxurious hotel lobby with marble columns, a polished floor, and ornate chandeliers.
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.

6. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
NT$8,230
NT$10,940 total
includes taxes & fees
Oct 30 - Oct 31
JW Marriott Chicago
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A person sitting by a window with a cityscape view.

7. 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$6,869
NT$9,301 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
A modern indoor pool area with lounge chairs, a wooden table, and large windows.
A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.
A modern hotel lobby with a reception desk, seating area, and artwork on the walls.
A modern hotel with multiple floors, a covered entrance, and a parking lot.

8. Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
  • Sleek indoor pool oasis at Chicago medical district hotel offers year-round swimming bliss.
NT$6,059
NT$7,204 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Chicago Medical District UIC
A modern indoor swimming pool with clear glass walls, a poolside seating area with chairs, and large windows offering views of the outside.
A lobby with a fireplace, seating area, and large windows offering a view of the outside.
A modern coffee shop interior with a counter displaying pastries, a variety of beverages, and a snack display.
A modern living room with a fireplace, two red sofas, a green armchair, and a coffee table.

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$5,205
NT$6,188 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Chicago McCormick Place
An indoor swimming pool with a skylight, lounge chairs, and potted plants.
An outdoor seating area with tables and chairs, surrounded by city buildings and a view of the urban skyline.
A spacious lobby with a high ceiling, large windows, and a central seating area with sofas and a coffee table.
A bar area with a long counter, metal bar stools, hanging pendant lights, and a variety of bottles on shelves.

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$9,007
NT$11,865 total
includes taxes & fees
Oct 31 - Nov 1
Renaissance Chicago Downtown Hotel
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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

Chicago Marriott Midway

Chicago Marriott Midway

10/10 Excellent
"Staff are really helpful. Came to Chicago on a cold rainy day and got to the hotel at around 1pm. So thankful that we were accommodated for an early check in. Also, the proximity to the airport and the 24/7 shuttle service is definitely a huge plus. So convenient especially if you have early flights. Will definitely stay here again. Thank you."
MIRASOL 3-night trip
Posted 5 hours ago
Chicago Marriott Midway
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

8/10 Good
"Rooms were very clean and breakfast was actually pretty good."
Kelley 2-night trip
Posted 14 hours ago
Hyatt Place Chicago-South/University Medical Center

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