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Find hotels in Southwest Side, IL from $67
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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, (1,000 reviews)
"Great stay!"
Nancy
$137 nightly
The price is $159
May 3 - May 4
Total with taxes and fees
Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,004 reviews)
"It is a good place to stay."
Paul Adrian
$107 nightly
The price is $126
May 17 - May 18
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
$77 nightly
The price is $90
Apr 30 - May 1
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 26 - May 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, (2,479 reviews)
"Great place to stay "
Mark
$216 nightly
The price is $256
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, (2,417 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, (1,968 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, (2,239 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
Jim
$157 nightly
The price is $187
May 26 - May 27
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
$199 nightly
The price is $234
Apr 30 - May 1
Total with taxes and fees
Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,163 reviews)
"Great stay"
Matthew
$124 nightly
The price is $147
May 8 - May 9
Total with taxes and fees
River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,133 reviews)
"Very convenient location, kind staff, and comfy rooms. "
Molly Christina
$117 nightly
The price is $137
Apr 30 - May 1
Total with taxes and fees
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
9.4 out of 10, Exceptional, (1,054 reviews)
"Wonderful restaurant, amazing food."
Robert
$154 nightly
The price is $183
May 26 - May 27
Total with taxes and fees
Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,499 reviews)
"Clean, friendly, modern, overall great stay!!"
Jennifer
$244 nightly
The price is $290
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, (3,664 reviews)
"Loved staying at this hotel"
Kimberly Marie
$199 nightly
The price is $236
May 10 - May 11
Total with taxes and fees
Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,760 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, (3,400 reviews)
"Enjoyed our 5 night stay immensely"
Marilyn
$193 nightly
The price is $229
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
$114 nightly
The price is $136
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, (3,025 reviews)
"Great stay all around "
Logan
$245 nightly
The price is $292
May 10 - May 11
Total with taxes and fees
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.4 out of 10, Very Good, (575 reviews)
"Great location great staff great hotel!"
Refak
$87 nightly
The price is $102
Apr 30 - May 1
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
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Top Southwest Side Hotel Reviews
Crowne Plaza Chicago West Loop by IHG
6/10 Okay
More cheap stays in Southwest Side
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$60 nightly
The price is $67 total per night from May 6 to May 7
$67 total
May 6 - May 7
Total with taxes and fees
6.4/10 (1,099 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
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- Visit Gage Park
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