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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 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for South Side hotels with a pool

A swimming pool with lounge chairs and tables, surrounded by large windows.
Lobby
A hotel room with two beds, a desk, and a chair.
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$5,567
NT$6,540 total
includes taxes & fees
Nov 7 - Nov 8
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 lobby with a sofa set, a coffee table, and a large abstract wall art piece.
A modern reception area with a wooden reception desk, a seating area with sofas and a coffee table, and a large wall-mounted artwork.

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$4,830
NT$5,674 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 atrium with a central spiral staircase, multiple seating areas, and a pool.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

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$5,377
NT$6,393 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
An indoor swimming pool with a skylight, tiled floor, and poolside seating.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern hotel with a corner location, large windows, and a green awning.

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$4,458
NT$5,300 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chicago Downtown
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 lying on a bed with a bottle of champagne, surrounded by food and a magazine.
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.

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$6,736
NT$9,121 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
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 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$8,075
NT$10,734 total
includes taxes & fees
Oct 30 - Oct 31
JW Marriott Chicago
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 spacious lobby with a high ceiling, large windows, and a central seating area with sofas and a coffee table.
An outdoor seating area with tables and chairs, surrounded by city buildings and a view of the urban skyline.

7. 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$8,838
NT$11,641 total
includes taxes & fees
Oct 31 - Nov 1
Renaissance Chicago Downtown Hotel
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 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.
A modern coffee shop interior with a counter displaying pastries, a variety of beverages, and a snack display.

8. 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$5,104
NT$6,069 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Chicago McCormick Place
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 rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.
A modern interior with a long counter, glass partitions, and a brick wall backdrop.
A modern lounge area with seating, a bar, and large windows offering views.

9. 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$6,136
NT$7,295 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt House Chicago/West Loop-Fulton Market
A modern indoor pool area with lounge chairs, a wooden table, and large windows.
A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.
A modern hotel with multiple floors, a covered entrance, and a parking lot.
A modern hotel lobby with a reception desk, seating area, and artwork on the walls.

10. 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$4,702
NT$5,590 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Chicago Medical District UIC
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

Chinatown Hotel Chicago

Chinatown Hotel Chicago

8/10 Good
"The location is wonderful, and if you're looking for a no-frills place to stay and you plan to be out and about all day, this is a great option. The building has seen better days, but it's everything we needed it to be. Also, it was very quiet for sleeping at night, very little traffic noise, etc. Would definitely stay here again."
Jennifer 2-night trip
Posted 9 hours ago
Chinatown Hotel Chicago
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Breakfast buffet was excellent, rooms spacious and comfortable. Only bummer was the pool was closed for renovations when we were there and the listing didn't say so. Also the parking fee is HIGH so be prepared!"
Cristeta 2-night trip
Posted 10 hours ago
Hyatt Place Chicago-South/University Medical Center
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent
"clean room."
Francis 1-night trip
Posted 15 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Definitely a motel vibe, no elevator. Nice staff and clean rooms."
William 1-night trip
Posted 2 days ago
Chicago Lake Shore Hotel
Chicago Marriott Midway

Chicago Marriott Midway

8/10 Good
"The hotel is clean and safe. I was disappointed that they only had 5 handicapped parking spaces and the parking lot was so full. It was difficult for me to have to park in the back of the parking lot and all of the handicapped parking spaces was full."
Anna 1-night trip
Posted 3 days ago
Chicago Marriott Midway

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