Hotels with Restaurants in South Side, Chicago

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Our top choices for South Side hotels with a restaurant

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very Good, (1000)
"Great stay"
United States
Maria
The price is P5,992
P7,622 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Chicago – Midway Airport S by IHG

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very Good, (912)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is P7,825
P9,193 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Chicago Marriott Midway

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1000)
"Great staff, location and ambience."
United States
Jaison
The price is P10,536
P13,957 total
includes taxes & fees
Dec 29 - Dec 30
Sophy Hyde Park

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2979)
"Great place to stay"
United States
Elisha
The price is P5,052
P5,931 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2277)
"Great staff and restaurants!!"
United States
Abigale
The price is P5,173
P8,073 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4865)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is P4,794
P5,627 total
includes taxes & fees
Jan 9 - Jan 10, 2026
River Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9690)
"Wonderful stay!"
United States
Zach
The price is P12,336
P14,481 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Congress Plaza Hotel

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3394)
"The Hotel was amazing great location "
United States
Donnisha
The price is P8,460
P11,655 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Hyatt Regency Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3057)
"Excellent stay great location and great rooms"
United States
Joseph
The price is P5,855
P8,529 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Riu Plaza Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1582)
"Rooms were very nice and staff was great"
United States
Nancy
The price is P8,765
P12,054 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sheraton Grand Chicago Riverwalk
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.

Top South Side Hotel Reviews