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 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
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 bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.
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.
₩239,907
₩281,843 total
includes taxes & fees
Oct 26 - Oct 27
Chicago Marriott Midway
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.
The Intercontinental hotel facade with a large American flag and a floral display.

2. 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.
₩284,546
₩385,274 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
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.

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.
₩227,033
₩269,920 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.
A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

4. 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.
₩167,775
₩192,907 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 rooftop terrace with green seating, a round table, and a view of city buildings.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.
A modern interior with wooden flooring, black furniture, and large windows offering city views.

5. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
  • Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
₩253,309
₩344,066 total
includes taxes & fees
Nov 8 - Nov 9
Hotel 505 River North
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
A modern interior with a staircase, glass railings, and a visible restaurant area.
A nighttime cityscape with high-rise buildings, a curved architectural feature, and a well-lit urban area.
An outdoor seating area with modern furniture and potted plants.

6. 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.
₩317,726
₩419,232 total
includes taxes & fees
Oct 31 - Nov 1
Radisson Blu Aqua Hotel Chicago
A swimming pool with lounge chairs and a sunbed, large windows, and a view of buildings outside.
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.
A modern hotel with a glass facade, a covered entrance, and an American flag.

7. 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.
₩203,720
₩239,331 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chicago Midway Airport
A modern indoor swimming pool with clear blue water, lounge chairs, and a tiled wall with a blue mosaic pattern.
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
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.

8. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
₩340,919
₩453,194 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 person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

9. 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.
₩190,317
₩226,268 total
includes taxes & fees
Nov 9 - Nov 10
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 hotel lobby with seating areas, a patterned carpet, and a large mirror.
A banquet hall with round tables, chairs, and blue tablecloths.

10. 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.
₩162,004
₩183,032 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Chicago - Alsip
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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

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 3 days ago
Chinatown Hotel Chicago
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 4 days ago
Chicago Lake Shore Hotel

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