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Find hotels in Southwest Side, IL from $59
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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)
"Great stay!"
Nancy
$145 nightly
The price is $168
May 10 - May 11
Total with taxes and fees
Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,000 reviews)
"It is a good place to stay."
Paul Adrian
$104 nightly
The price is $122
May 14 - May 15
Total with taxes and fees
Rainbow Motel
Rainbow MotelGarfield Ridge
5.4 out of 10, (21 reviews)
"Did not have a spa at all. The deluxe bedroom has no spa :(
Very very disappointing "
Mauricio
$81 nightly
The price is $95
May 1 - May 2
Total with taxes and fees
Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (124 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
Roop
$91 nightly
The price is $107
May 5 - May 6
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, (2,478 reviews)
"Great place to stay "
Mark
$218 nightly
The price is $259
May 26 - May 27
Total with taxes and fees
Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,419 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
Cynthia
$168 nightly
The price is $195
May 25 - May 26
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, (1,967 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
Megan
$126 nightly
The price is $150
May 26 - May 27
Total with taxes and fees
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.2 out of 10, Wonderful, (2,241 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
Jim
$161 nightly
The price is $191
May 25 - May 26
Total with taxes and fees
Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,293 reviews)
"Very good, would stay here again!"
Lorena
$228 nightly
The price is $271
May 27 - May 28
Total with taxes and fees
Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,169 reviews)
"Great stay"
Matthew
$132 nightly
The price is $157
May 9 - May 10
Total with taxes and fees
River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,137 reviews)
"Very convenient location, kind staff, and comfy rooms. "
Molly Christina
$144 nightly
The price is $171
May 26 - May 27
Total with taxes and fees
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
9.4 out of 10, Exceptional, (1,052 reviews)
"Wonderful restaurant, amazing food."
Robert
$158 nightly
The price is $187
May 25 - May 26
Total with taxes and fees
Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,496 reviews)
"Clean, friendly, modern, overall great stay!!"
Jennifer
$248 nightly
The price is $295
May 25 - May 26
Total with taxes and fees
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkDowntown Chicago
8.8 out of 10, Excellent, (2,137 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
Nicole
$202 nightly
The price is $240
May 8 - May 9
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,669 reviews)
"Loved staying at this hotel"
Kimberly Marie
$182 nightly
The price is $217
May 10 - May 11
Total with taxes and fees
Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,764 reviews)
"Clean room and great location "
Diana
$155 nightly
The price is $184
May 25 - May 26
Total with taxes and fees
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (3,403 reviews)
"Enjoyed our 5 night stay immensely"
Marilyn
$196 nightly
The price is $233
May 26 - May 27
Total with taxes and fees
Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very Good, (2,683 reviews)
"Great location, right across the street from the park."
Jamison
$105 nightly
The price is $124
May 26 - May 27
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
9.2 out of 10, Wonderful, (3,028 reviews)
"Great stay all around "
Logan
$228 nightly
The price is $272
May 26 - May 27
Total with taxes and fees
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.4 out of 10, Very Good, (576 reviews)
"Great location great staff great hotel!"
Refak
$89 nightly
The price is $104
May 25 - May 26
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 South Side 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
8/10 Good
More cheap stays in Southwest Side
Econo Lodge South Holland - Chicago Southland
17301 S Halsted St, Building B South Holland IL
$53 nightly
The price is $59 total per night from May 19 to May 20
$59 total
May 19 - May 20
Total with taxes and fees
6/10 (768 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
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- Visit Gage Park
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