Find hotels in Southwest Side, IL from $66
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Our top choices for Southwest Side hotels
1. Holiday Inn Chicago ā Midway Airport S by IHG
Holiday Inn Chicago ā Midway Airport S by IHGWest Lawn
8.2 out of 10, Very Good, (1,002 reviews)
"a great stay"
Ashley
$113 nightly
The price is $131
Aug 9 - Aug 10
Total with taxes and fees
2. Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (131 reviews)
"The towels were super thin and old, the bedding was stained, the bathtub was sagging, and the water wouldn't drain! Someone always had to let me into the building; it felt like a run-down tenement, not a motel."
Jose Francisco Damas
$84 nightly
The price is $99
Aug 10 - Aug 11
Total with taxes and fees
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,000 reviews)
"Nice , clean, established."
Kevin
$104 nightly
The price is $122
Aug 5 - Aug 6
Total with taxes and fees
4. 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, (2,640 reviews)
"Nice Stay"
Morgan
$215 nightly
The price is $256
Aug 30 - Aug 31
Total with taxes and fees
5. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,290 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
Aleace
$167 nightly
The price is $199
Aug 30 - Aug 31
Total with taxes and fees
6. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
8.6 out of 10, Excellent, (1,110 reviews)
"Great Stay.
Perfect area for activities, clean room, and wonderful staff member who showed excellent hospitality and convenience."
Erick
$160 nightly
The price is $190
Aug 30 - Aug 31
Total with taxes and fees
7. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,393 reviews)
"Great stay"
jayne
$190 nightly
The price is $226
Aug 17 - Aug 18
Total with taxes and fees
8. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2,440 reviews)
"Great location"
Navin
$167 nightly
The price is $198
Aug 20 - Aug 21
Total with taxes and fees
9. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,103 reviews)
"helpful staff, great location, comfortable rooms and great views"
Jordan Leigh
$169 nightly
The price is $201
Aug 30 - Aug 31
Total with taxes and fees
10. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,694 reviews)
"Great location, clean rooms, would stay here again!"
Adam
$131 nightly
The price is $156
Aug 30 - Aug 31
Total with taxes and fees
11. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very Good, (2,748 reviews)
"Good stay!"
Adit
$143 nightly
The price is $170
Aug 30 - Aug 31
Total with taxes and fees
12. Le MĆ©ridien Essex Chicago
Le MĆ©ridien Essex ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was quiet and clean"
Robert
$174 nightly
The price is $207
Aug 30 - Aug 31
Total with taxes and fees
13. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.2 out of 10, Wonderful, (2,324 reviews)
"Fantastic hotel!"
Gillian
$203 nightly
The price is $242
Aug 30 - Aug 31
Total with taxes and fees
14. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,793 reviews)
"Great location"
Yolanda
$234 nightly
The price is $278
Aug 30 - Aug 31
Total with taxes and fees
15. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.0 out of 10, Very Good, (1,861 reviews)
"Great stay"
Judy
$152 nightly
The price is $181
Aug 10 - Aug 11
Total with taxes and fees
17. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (4,862 reviews)
"We were very happy with our stay."
Deanne
$241 nightly
The price is $287
Aug 30 - Aug 31
Total with taxes and fees
18. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,680 reviews)
"Great stay!"
Jennifer
$161 nightly
The price is $191
Aug 30 - Aug 31
Total with taxes and fees
19. The Buckingham Hotel
The Buckingham HotelDowntown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice place to stay"
Dominique
$207 nightly
The price is $243
Aug 9 - Aug 10
Total with taxes and fees
20. The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoDowntown Chicago
8.8 out of 10, Excellent, (2,366 reviews)
"Great location for visiting the city. Clean and comfortable room with many restaurant options near by."
Ryan
$194 nightly
The price is $231
Aug 16 - Aug 17
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 Southwest 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.
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport
Top Southwest Side Hotel Reviews
Holiday Inn Chicago Dwtn - The Mart by IHG
8/10 Good
More cheap stays in Southwest Side
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$59 nightly
The price is $66 total per night from Aug 9 to Aug 10
$66 total
Aug 9 - Aug 10
Total with taxes and fees
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
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