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Find luxury hotels in South Side, IL

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Check availability on South Side Luxury Hotels

Top South Side Luxury Hotels

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Sophy Hyde Park

Sophy Hyde Park

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1005)
"Great staff, location and ambience."
United States
Jaison
$192 nightly
The price is $225
Dec 21 - Dec 22
Total with taxes and fees
Sophy Hyde Park
American cuisine, alfresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1916)
"Good value, great cleaning staff "
United Kingdom
farzana
$115 nightly
The price is $135
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Godfrey Hotel Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3395)
"I always love staying at this place when I visit"
Canada
William
$161 nightly
The price is $189
Dec 22 - Dec 23
Total with taxes and fees
Hyatt Regency Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3435)
"Great Hotel!"
United States
Siranush
$130 nightly
The price is $153
Jan 4 - Jan 5, 2026
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2184)
"Nice Hotel"
United States
Alan
$89 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2117)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
$127 nightly
The price is $149
Jan 4 - Jan 5, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2307)
"Wonderful customer service, great location! "
United States
Michelle
$138 nightly
The price is $162
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Royal Sonesta Chicago River North
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3346)
"I loved the location."
United States
Laura
$157 nightly
The price is $184
Jan 1 - Jan 2, 2026
Total with taxes and fees
L7 Chicago by LOTTE
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1789)
"Friendly staff and good location to all of the city"
United States
Mark
$162 nightly
The price is $190
Dec 22 - Dec 23
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
Breakfast, lunch, dinner served; American cuisine
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2015)
"Great accommodation!"
Canada
James
$195 nightly
The price is $229
Dec 14 - Dec 15
Total with taxes and fees
Fairmont Chicago at Millennium Park
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

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Staff is great, clean rooms "
May 2-night trip
Posted 3 days ago
Carlton Inn Midway

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