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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for South Side hotels with a pool

A swimming pool with lounge chairs and tables, surrounded by large windows.

1. Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (1,005 reviews)
  • cleanliness
    Splash into luxury at Chicago Marriott Midway's indoor pool, open from 5 AM to 11 PM for all-day aquatic enjoyment.
The price is ₩189,558
₩222,691 total
includes taxes & fees
Nov 1 - Nov 2
Chicago Marriott Midway
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

2. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,989 reviews)
  • cleanliness
    Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is ₩167,885
₩199,597 total
includes taxes & fees
Nov 22 - Nov 23
Embassy Suites by Hilton Chicago Downtown River North
A person in a yellow swimsuit sitting on the edge of an indoor swimming pool with ornate white columns and patterned tiles.

3. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,413 reviews)
  • cleanliness
    World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
The price is ₩242,581
₩334,800 total
includes taxes & fees
Nov 24 - Nov 25
InterContinental Chicago Magnificent Mile by IHG
An indoor swimming pool with clear windows, green chairs, and a tiled deck.

4. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
2.5 star property
Schiller Park
9.4 out of 10, Exceptional, (2,414 reviews)
  • cleanliness
    Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.
The price is ₩164,063
₩188,639 total
includes taxes & fees
Nov 26 - Nov 27
Hampton Inn Chicago-O'Hare International Airport
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

5. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,993 reviews)
  • cleanliness
    Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
The price is ₩147,537
₩217,835 total
includes taxes & fees
Nov 22 - Nov 23
Hotel 505 River North
A modern hotel with a swimming pool, sun loungers, and a view of the cityscape.

6. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,160 reviews)
  • cleanliness
    Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
The price is ₩208,805
₩289,221 total
includes taxes & fees
Nov 23 - Nov 24
Radisson Blu Aqua Hotel Chicago
A modern indoor swimming pool with clear blue water, lounge chairs, and a tiled wall with a blue mosaic pattern.

7. JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
The price is ₩246,558
₩340,417 total
includes taxes & fees
Nov 26 - Nov 27
JW Marriott Chicago
Pool

8. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,500 reviews)
  • cleanliness
    Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
The price is ₩143,096
₩209,032 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago
A swimming pool with lounge chairs and a sunbed, large windows, and a view of buildings outside.

9. Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport
3.0 star property
Bedford Park
9.0 out of 10, Wonderful, (1,353 reviews)
  • cleanliness
    Sun-drenched afternoons await at this indoor pool retreat with refreshing amenities and comfort.
The price is ₩190,525
₩223,828 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chicago Midway Airport
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.

10. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,176 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is ₩157,744
₩187,543 total
includes taxes & fees
Nov 23 - Nov 24
The Wade
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in South Side

Breakfast included
4 stars

Top South Side Hotel Reviews

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent
"Perfect setting"
Angel 2-night trip
Posted 15 hours ago
Best Western Inn & Suites - Midway Airport