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, (1,018 reviews)
"a great stay"
Ashley
$141 nightly
The price is $164
Aug 9 - Aug 10
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,010 reviews)
"Nice , clean, established."
Kevin
$104 nightly
The price is $122
Aug 16 - Aug 17
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
5.6 out of 10, (40 reviews)
"Really friendly staff , decent size room"
Noel
$76 nightly
The price is $89
Aug 26 - Aug 27
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, (2,641 reviews)
"Great stay."
Dawn
$237 nightly
The price is $282
Aug 30 - Aug 31
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,205 reviews)
"Perfect location loved our stay!"
Christina
$145 nightly
The price is $172
Aug 30 - Aug 31
Total with taxes and fees
6. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,116 reviews)
"helpful staff, great location, comfortable rooms and great views"
Jordan Leigh
$161 nightly
The price is $189
Aug 31 - Sep 1
Total with taxes and fees
7. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very Good, (2,756 reviews)
"Good stay!"
Adit
$143 nightly
The price is $170
Aug 30 - Aug 31
Total with taxes and fees
8. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,725 reviews)
"Great location, clean rooms, would stay here again!"
Adam
$113 nightly
The price is $134
Aug 30 - Aug 31
Total with taxes and fees
9. Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,983 reviews)
"Great location, friendly staff, various amenities for the family."
kun
$219 nightly
The price is $261
Aug 30 - Aug 31
Total with taxes and fees
10. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.0 out of 10, Very Good, (1,916 reviews)
"Great stay"
Judy
$152 nightly
The price is $181
Aug 23 - Aug 24
Total with taxes and fees
11. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,009 reviews)
"Very welcoming and helpful staff!"
Daniel
$158 nightly
The price is $188
Aug 30 - Aug 31
Total with taxes and fees
12. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,403 reviews)
"Great stay"
jayne
$169 nightly
The price is $199
Aug 31 - Sep 1
Total with taxes and fees
13. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,295 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
14. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,552 reviews)
"Loved the pool and the close proximity downtown!"
Macy
$163 nightly
The price is $191
Aug 30 - Aug 31
Total with taxes and fees
15. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
8.6 out of 10, Excellent, (1,130 reviews)
"good hotel"
Chimere
$194 nightly
The price is $231
Aug 30 - Aug 31
Total with taxes and fees
17. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
8.6 out of 10, Excellent, (5,997 reviews)
"Great hotel to stay with family."
Bryan
$162 nightly
The price is $221
Sep 1 - Sep 2
Total with taxes and fees
18. Freehand Chicago
Freehand ChicagoDowntown Chicago
7.8 out of 10, Good, (3,261 reviews)
"Great location
Great vibe"
james
$117 nightly
The price is $139
Aug 31 - Sep 1
Total with taxes and fees
19. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,732 reviews)
"Great location, rooms very comfortable and with a great size"
CHRISTIAN GIOVANNI
$163 nightly
The price is $191
Aug 30 - Aug 31
Total with taxes and fees
20. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2,469 reviews)
"Excelente hotel"
Evelyn
$206 nightly
The price is $245
Aug 20 - Aug 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 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
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 11 to Aug 12
$66 total
Aug 11 - Aug 12
Total with taxes and fees
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
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