
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, (1,013 reviews)
$127 nightly
The price is $147
Aug 9 - Aug 10
Total with taxes and fees

2. Rainbow Motel
Rainbow MotelGarfield Ridge
5.6 out of 10, (33 reviews)
$77 nightly
The price is $90
Jul 20 - Jul 21
Total with taxes and fees

3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,000 reviews)
$107 nightly
The price is $126
Aug 3 - Aug 4
Total with taxes and fees

4. Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (129 reviews)
$89 nightly
The price is $105
Jul 20 - Jul 21
Total with taxes and fees

5. 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, (2,594 reviews)
$264 nightly
The price is $314
Aug 17 - Aug 18
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, (1,082 reviews)
$157 nightly
The price is $187
Aug 9 - Aug 10
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, (2,083 reviews)
$176 nightly
The price is $209
Aug 10 - Aug 11
Total with taxes and fees

8. 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)
$167 nightly
The price is $199
Aug 9 - Aug 10
Total with taxes and fees

9. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very Good, (2,741 reviews)
$161 nightly
The price is $192
Aug 9 - Aug 10
Total with taxes and fees

10. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,608 reviews)
$180 nightly
The price is $214
Aug 16 - Aug 17
Total with taxes and fees

11. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2,391 reviews)
$188 nightly
The price is $224
Aug 13 - Aug 14
Total with taxes and fees

12. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,286 reviews)
$183 nightly
The price is $218
Aug 9 - Aug 10
Total with taxes and fees

13. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,689 reviews)
$166 nightly
The price is $197
Aug 18 - Aug 19
Total with taxes and fees

14. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (2,303 reviews)
$203 nightly
The price is $242
Aug 9 - Aug 10
Total with taxes and fees

15. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
9.0 out of 10, Wonderful, (1,302 reviews)
$203 nightly
The price is $241
Jul 26 - Jul 27
Total with taxes and fees

16. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,214 reviews)
$210 nightly
The price is $249
Jul 26 - Jul 27
Total with taxes and fees

17. The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago LoopDowntown Chicago
9.0 out of 10, Wonderful, (2,670 reviews)
$191 nightly
The price is $227
Aug 16 - Aug 17
Total with taxes and fees

18. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
$190 nightly
The price is $226
Aug 9 - Aug 10
Total with taxes and fees

19. The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoDowntown Chicago
8.8 out of 10, Excellent, (2,323 reviews)
$180 nightly
The price is $214
Jul 19 - Jul 20
Total with taxes and fees

20. Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHGDowntown Chicago
8.8 out of 10, Excellent, (2,452 reviews)
$214 nightly
The price is $255
Jul 26 - Jul 27
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 Royal Sonesta Chicago Downtown
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 Jul 26 to Jul 27
$66 total
Jul 26 - Jul 27
Total with taxes and fees
Hotels in Southwest Side with star-rating

5 Star Hotels
9 properties
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