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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)
"Clean room, friendly staff, good conditioning "
Khanh
$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)
"It is a good place to stay."
Paul Adrian
$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)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
Stephen
$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)
"Great spot and view, would stay again!"
Kimberly
$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)
"We had a great stay and the staff are very friendly and accommodating. "
Krista
$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)
"Helpful staff, great location with views, restaurant and bar on-site"
Natalie
$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)
"Great location ans staff was amazing!!"
Bianca
$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)
"very beautiful hotel and great location "
Ciandra
$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)
"Great stay! Wonderful location!"
Renae
$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)
"Clean room and view was incredible "
Chloe
$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)
"Great location, clean and very nice restaurant and bar. "
karina
$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)
"Great location, beautiful historic hotel with clean, updated rooms. "
Jennifer
$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)
"Lots of stuff close by , cool vibe inside and very nice staff"
Abel
$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)
"Amazing place to stay!"
Nia
$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)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
Shannon
$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)
"Loved this hotel!"
Ellen
$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)
"Overall a great stay."
Joshua
$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)
"Nice location and good hotel"
Taneshia
$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)
"this location is safe and convenient-would book here again."
eduardo
$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.
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport
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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- Visit Gage Park
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