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Find hotels in Southwest Side, IL from $56
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Our top choices for Southwest Side hotels
Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.4 out of 10, (1,003 reviews)
"It is a good place to stay."
Paul Adrian
$88 nightly
The price is $104
Mar 8 - Mar 9
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.4 out of 10, Very Good, (1,010 reviews)
"Staff very friendly "
Kali
$121 nightly
The price is $140
Apr 5 - Apr 6
Total with taxes and fees
Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (120 reviews)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
Stephen
$84 nightly
The price is $99
Mar 16 - Mar 17
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, (2,397 reviews)
"Great stay"
Blake
$175 nightly
The price is $206
Mar 30 - Mar 31
Total with taxes and fees
Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,663 reviews)
"Yes it was a great stay"
Rita
$155 nightly
The price is $182
Apr 1 - Apr 2
Total with taxes and fees
Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,213 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
Jon
$152 nightly
The price is $178
Mar 29 - Mar 30
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, (1,885 reviews)
"Absolutely enjoyed my time here"
Quayshaun
$120 nightly
The price is $141
Mar 25 - Mar 26
Total with taxes and fees
Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (9,920 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
Jennifer
$101 nightly
The price is $118
Mar 30 - Mar 31
Total with taxes and fees
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,469 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
Brisa
$156 nightly
The price is $183
Mar 24 - Mar 25
Total with taxes and fees
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkDowntown Chicago
8.6 out of 10, Excellent, (2,074 reviews)
"Great place "
Kamilah
$199 nightly
The price is $234
Mar 24 - Mar 25
Total with taxes and fees
Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,472 reviews)
"Clean room, great staff, great location "
Tiffany
$183 nightly
The price is $215
Apr 5 - Apr 6
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very Good, (1,302 reviews)
"Great hotel with great location. Would definitely stay here again. "
Sheila
$109 nightly
The price is $128
Mar 9 - Mar 10
Total with taxes and fees
L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (3,729 reviews)
"Great location and overall great hotel."
Fernando
$152 nightly
The price is $179
Mar 17 - Mar 18
Total with taxes and fees
Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,318 reviews)
"Excellent stay, we loved it "
Melani
$159 nightly
The price is $183
Apr 5 - Apr 6
Total with taxes and fees
Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,138 reviews)
"Great location and friendly staff. "
Pablo
$104 nightly
The price is $122
Mar 8 - Mar 9
Total with taxes and fees
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.6 out of 10, Excellent, (485 reviews)
"Amazing staff and very clean, modern rooms!"
genevieve
$74 nightly
The price is $87
Mar 23 - Mar 24
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,348 reviews)
"amazing stay"
Anani
$106 nightly
The price is $124
Mar 22 - Mar 23
Total with taxes and fees
Arlo Chicago
Arlo ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (2,006 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
Jennifer
$159 nightly
The price is $187
Mar 26 - Mar 27
Total with taxes and fees
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (2,399 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
Stephanie
$140 nightly
The price is $165
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
DoubleTree by Hilton Chicago - Magnificent Mile
10/10 Excellent
More cheap stays in Southwest Side
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$50 nightly
The price is $56 total per night from Mar 25 to Mar 26
$56 total
Mar 25 - Mar 26
Total with taxes and fees
7.8/10 Good! (1,860 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
10 properties
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