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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 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
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 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.
A modern bar area with high stools, a bar counter, and a seating area with round tables and chairs.

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$5,526
NT$6,492 total
includes taxes & fees
Nov 15 - Nov 16
Chicago Marriott Midway
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 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.

2. 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$4,946
NT$5,880 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
A swimming pool with lounge chairs and a sunbed, large windows, and a view of buildings outside.
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.
A modern lobby with a sofa set, a coffee table, and a large abstract wall art piece.

3. 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$4,681
NT$5,499 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chicago Midway Airport
An indoor swimming pool with a skylight, tiled floor, and poolside seating.
A modern hotel with a corner location, large windows, and a green awning.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.
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$4,845
NT$5,761 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.
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 conference room with a long table, chairs, and a TV on the wall.

5. Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place
South Loop
NT$4,772
NT$5,601 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.
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

6. 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 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.
A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.

7. 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$6,107
NT$7,260 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 modern coffee shop interior with a counter displaying pastries, a variety of beverages, and a snack display.
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.

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$5,222
NT$6,209 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.
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.

9. 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$9,037
NT$11,904 total
includes taxes & fees
Oct 31 - Nov 1
Renaissance Chicago Downtown Hotel
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
An outdoor seating area with modern furniture and potted plants.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.
A nighttime cityscape with high-rise buildings, a curved architectural feature, and a well-lit urban area.

10. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
  • Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
NT$7,695
NT$10,154 total
includes taxes & fees
Nov 15 - Nov 16
Radisson Blu Aqua Hotel Chicago
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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
"Except there’s a person in the room we’re checked in (guy stated that he was let it By someone so he can take a shower). We were given another room, everything was perfect"
Catherine Zaballero 4-night trip
Posted 10 hours ago
Chicago Marriott Midway

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