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Find hotels in Southwest Side, IL from $64
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Our top choices for Southwest Side hotels

Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.4 out of 10, Very Good, (1,003 reviews)
$124 nightly
The price is $144
Apr 5 - Apr 6
Total with taxes and fees

Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,002 reviews)
$98 nightly
The price is $115
Mar 22 - Mar 23
Total with taxes and fees

Skylark Motel
Skylark MotelGarfield Ridge
4.8 out of 10, (121 reviews)
$85 nightly
The price is $100
Mar 26 - Mar 27
Total with taxes and fees

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,412 reviews)
$174 nightly
The price is $204
Mar 31 - Apr 1
Total with taxes and fees

Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,336 reviews)
$159 nightly
The price is $183
Apr 5 - Apr 6
Total with taxes and fees

Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,221 reviews)
$173 nightly
The price is $203
Mar 29 - Mar 30
Total with taxes and fees

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,565 reviews)
$156 nightly
The price is $183
Mar 24 - Mar 25
Total with taxes and fees

River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,022 reviews)
$105 nightly
The price is $123
Mar 23 - Mar 24
Total with taxes and fees

Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,455 reviews)
$178 nightly
The price is $209
Apr 5 - Apr 6
Total with taxes and fees

Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (1,915 reviews)
$118 nightly
The price is $139
Apr 13 - Apr 14
Total with taxes and fees

Pendry Chicago
Pendry ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (1,133 reviews)
$225 nightly
The price is $264
Apr 12 - Apr 13
Total with taxes and fees

Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (9,974 reviews)
$103 nightly
The price is $121
Apr 1 - Apr 2
Total with taxes and fees

FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.6 out of 10, Excellent, (503 reviews)
$74 nightly
The price is $86
Mar 23 - Mar 24
Total with taxes and fees

Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,690 reviews)
$155 nightly
The price is $182
Apr 1 - Apr 2
Total with taxes and fees

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.2 out of 10, Very Good, (2,815 reviews)
$144 nightly
The price is $169
Apr 6 - Apr 7
Total with taxes and fees

DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,361 reviews)
$114 nightly
The price is $134
Mar 26 - Mar 27
Total with taxes and fees

Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel ChicagoDowntown Chicago
8.6 out of 10, Excellent, (1,866 reviews)
$170 nightly
The price is $200
Mar 29 - Mar 30
Total with taxes and fees

Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,138 reviews)
$114 nightly
The price is $134
Mar 22 - Mar 23
Total with taxes and fees

Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (2,415 reviews)
$162 nightly
The price is $190
Mar 20 - Mar 21
Total with taxes and fees
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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Stay near popular Great Lakes attractions
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

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Top Southwest Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
More cheap stays in Southwest Side

Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$57 nightly
The price is $64 total per night from Mar 26 to Mar 27
$64 total
Mar 26 - Mar 27
Total with taxes and fees
6.4/10 (1,070 reviews)
Hotels in Southwest Side with star-rating

5 Star Hotels
10 properties
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