Find hotels in Southwest Side, IL from $66
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Our top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.2 out of 10, Very Good, (1,006 reviews)
"average hotel"
anilkumar
$116 nightly
The price is $134
Aug 9 - Aug 10
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,004 reviews)
"Nice , clean, established."
Kevin
$104 nightly
The price is $122
Aug 9 - Aug 10
Total with taxes and fees
3. Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (129 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
Roop
$89 nightly
The price is $104
Aug 6 - Aug 7
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, (2,616 reviews)
"View was beautiful, accommodations were excellent."
Julie
$253 nightly
The price is $300
Aug 23 - Aug 24
Total with taxes and fees
5. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
8.6 out of 10, Excellent, (1,090 reviews)
"Great Stay.
Perfect area for activities, clean room, and wonderful staff member who showed excellent hospitality and convenience."
Erick
$176 nightly
The price is $209
Aug 20 - Aug 21
Total with taxes and fees
6. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,389 reviews)
"Great stay"
jayne
$169 nightly
The price is $201
Aug 19 - Aug 20
Total with taxes and fees
7. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,100 reviews)
"helpful staff, great location, comfortable rooms and great views"
Jordan Leigh
$166 nightly
The price is $198
Aug 9 - Aug 10
Total with taxes and fees
8. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,287 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
Aleace
$191 nightly
The price is $227
Aug 16 - Aug 17
Total with taxes and fees
9. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very Good, (2,747 reviews)
"Nice place to stay at"
Tammy
$161 nightly
The price is $192
Aug 9 - Aug 10
Total with taxes and fees
10. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,280 reviews)
"Great place to stay"
ERIC
$174 nightly
The price is $207
Aug 16 - Aug 17
Total with taxes and fees
11. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (2,308 reviews)
"Nice place to stay"
Donilyn
$203 nightly
The price is $242
Aug 9 - Aug 10
Total with taxes and fees
12. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2,410 reviews)
"The staff was very friendly and the rooms were amazing"
Amy
$192 nightly
The price is $228
Aug 20 - Aug 21
Total with taxes and fees
13. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,701 reviews)
"Great location, walking distance to shops and eating."
MARTINA
$154 nightly
The price is $183
Aug 10 - Aug 11
Total with taxes and fees
14. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,638 reviews)
"Great place to stay"
Chameka
$182 nightly
The price is $216
Aug 12 - Aug 13
Total with taxes and fees
16. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,007 reviews)
"Room was quiet and clean"
Robert
$198 nightly
The price is $235
Aug 17 - Aug 18
Total with taxes and fees
17. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,782 reviews)
"I love all about this hotel"
Liliana B
$250 nightly
The price is $297
Aug 23 - Aug 24
Total with taxes and fees
18. L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (4,431 reviews)
"Great stay"
Julie Ann
$194 nightly
The price is $230
Aug 17 - Aug 18
Total with taxes and fees
19. The Emily Hotel
The Emily HotelDowntown Chicago
9.2 out of 10, Wonderful, (1,314 reviews)
"Great boutique hotel in a great location! Definitely will stay here again when visiting Chicago."
Kathryn
$286 nightly
The price is $340
Aug 9 - Aug 10
Total with taxes and fees
20. Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by HiltonDowntown Chicago
9.0 out of 10, Wonderful, (1,459 reviews)
"Just really like this stay and location is fantastic!"
Timothy
$155 nightly
The price is $184
Aug 10 - Aug 11
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
The Chicago Hotel Collection Ambassador Gold Coast
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 2 to Aug 3
$66 total
Aug 2 - Aug 3
Total with taxes and fees
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
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