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 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
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 modern bar area with high stools, a bar counter, and a seating area with round tables and chairs.
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.
￥25,424
￥29,868 total
includes taxes & fees
Nov 2 - Nov 3
Chicago Marriott Midway
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 spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
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.
￥23,290
￥31,744 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
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.

3. 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.
￥40,109
￥53,214 total
includes taxes & fees
Oct 25 - Oct 26
InterContinental Chicago Magnificent Mile by IHG
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 lobby with a sofa set, a coffee table, and a large abstract wall art piece.
A modern bar area with wooden furniture, a beverage display, and a Starbucks logo.

4. 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.
￥24,002
￥28,197 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chicago Midway Airport
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.
A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

5. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
  • Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.
￥19,739
￥22,695 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Chicago-O'Hare International Airport
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A modern interior with wooden flooring, black furniture, and large windows offering city views.
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

6. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
  • Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
￥36,148
￥48,032 total
includes taxes & fees
Nov 2 - Nov 3
Hotel 505 River North
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 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.

7. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
￥40,109
￥53,317 total
includes taxes & fees
Oct 30 - Oct 31
JW Marriott Chicago
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

8. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
￥22,423
￥26,659 total
includes taxes & fees
Nov 1 - Nov 2
The Wade
An indoor swimming pool with clear lane markers, a tiled floor, and ceiling beams.
A spacious lobby with a central seating area, a reception desk, and a modern chandelier.
A banquet hall with round tables, chairs, and blue tablecloths.
An outdoor dining area with brick walls, string lights, and tables set for guests.

9. DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip
Alsip
  • Swimming laps of luxury in Chicago's only indoor hotel pool with cushy loungers.
￥19,060
￥21,535 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Chicago - Alsip
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 nighttime cityscape with high-rise buildings, a curved architectural feature, and a well-lit urban area.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.

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.
￥37,380
￥49,324 total
includes taxes & fees
Nov 1 - Nov 2
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 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 21 hours ago
Chicago Lake Shore Hotel
Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"Great place for a peace of mind beautiful area everything you can think is in walking distance"
Adrian 2-night trip
Posted 1 day ago
Chinatown Hotel Chicago
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 2 days ago
Chicago Marriott Midway

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