Find Hotels with Pool in South Side, IL

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Check availability on South Side Hotels with Pool

Top South Side Hotels with Pool

Our top choices for South Side hotels with a pool

Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1033)
"It was a great stay"
The price is £125
includes taxes & fees
2 Oct - 3 Oct
Best Western River North Hotel
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2819)
"Close to everything, easy check-in/out and friendly staff!"
The price is £122
includes taxes & fees
14 Sept - 15 Sept
Aloft Chicago Mag Mile
Hilton Garden Inn Chicago Downtown South Loop
Pool

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1646)
"I would definitely stay here again. "
The price is £135
includes taxes & fees
2 Oct - 3 Oct
Hilton Garden Inn Chicago Downtown South Loop
Chicago Marriott Midway
View from property

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very good, (883)
"Great place"
The price is £119
includes taxes & fees
15 Sept - 16 Sept
Chicago Marriott Midway
Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (914)
"This area is perfect we will definitely be back."
The price is £161
includes taxes & fees
22 Sept - 23 Sept
Sentral Michigan Avenue
The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.4 out of 10, Very good, (1279)
"Overall was a great stay"
The price is £145
includes taxes & fees
22 Sept - 23 Sept
The Wade
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2025)
"Overall a nice place to stay."
The price is £145
includes taxes & fees
21 Sept - 22 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Tru By Hilton Merrillville
Indoor pool

Tru By Hilton Merrillville

2.5 star property
9.0 out of 10, Wonderful, (298)
"Wonderful place to stay!"
The price is £81
includes taxes & fees
14 Sept - 15 Sept
Tru By Hilton Merrillville
Homewood Suites by Hilton Chicago Downtown South Loop
Pool

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2039)
"Loved the hotel!"
The price is £147
includes taxes & fees
22 Sept - 23 Sept
Homewood Suites by Hilton Chicago Downtown South Loop
Hilton Grand Vacations Club Chicago Magnificent Mile
Seasonal outdoor pool, pool loungers

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
9.2 out of 10, Wonderful, (290)
" Great Stay!"
The price is £194
includes taxes & fees
21 Sept - 22 Sept
Hilton Grand Vacations Club Chicago Magnificent Mile
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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