A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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Check availability on South Side Shopping Hotels

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

Our top choices for South Side hotels with shopping nearby

A living room with a grey sofa, two chairs, a coffee table, and a small side table.

1. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is £196
includes taxes & fees
10 Nov - 11 Nov
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A spacious lobby with a central seating area, a reception desk, and a modern chandelier.

2. DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip
4.0 star property
Alsip
8.4 out of 10, Very good, (1,295 reviews)
"Great stay. ."
United States
Ami
The price is £96
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Chicago - Alsip
A cityscape with high-rise buildings, a marina, and a waterfront.

3. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
South Loop
9.2 out of 10, Wonderful, (1,520 reviews)
"Great time in a great city will definitely be back again and stay here"
Canada
Najma
The price is £199
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency McCormick Place Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

4. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,060 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is £103
includes taxes & fees
25 Nov - 26 Nov
Congress Plaza Hotel
A modern spa with a circular hot tub, a sofa, and a view of the city.

5. Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel
4.5 star property
East Hazel Crest
9.4 out of 10, Exceptional, (836 reviews)
"I really enjoyed my stay."
United States
Latrece
The price is £150
includes taxes & fees
4 Nov - 5 Nov
Wind Creek Chicago Southland Casino and Hotel
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

6. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,328 reviews)
"Stayed during Lollapalooza and loved it."
United States
Jena
The price is £98
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Mag Mile
A staircase with a handrail leading to a second floor, a seating area with two sofas and a table, and a wall with a patterned design.

7. Sleep Inn Tinley Park I-80 near Amphitheatre-Convention Center

Sleep Inn Tinley Park I-80 near Amphitheatre-Convention Center
2.5 star property
Tinley Park
8.2 out of 10, Very good, (1,001 reviews)
"Breakfast was good room was great"
United States
Rian
The price is £67
includes taxes & fees
22 Nov - 23 Nov
Sleep Inn Tinley Park I-80 near Amphitheatre-Convention Center
A city skyline with high-rise buildings, a river in the foreground, and a sunset sky.

8. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,736 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is £136
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

9. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,351 reviews)
"Great stay"
Canada
Robert
The price is £92
includes taxes & fees
23 Nov - 24 Nov
Hotel Saint Clair- Magnificent Mile
A grand lobby with a large Christmas tree, marble floors, and a staircase.

10. JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Perfect location"
United States
George
The price is £192
includes taxes & fees
27 Nov - 28 Nov
JW Marriott Chicago
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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Top South Side Hotel Reviews

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

10/10 Excellent
"Great hotel nice area, close to food options, breakfast was great, shuttle driver was good, will stay again"
Ronald 5-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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