Southwest Side Hotels from ā¹6,342
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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, (1,005 reviews)
"average hotel"
anilkumar
The price is ā¹10,221
ā¹12,964 total
includes taxes & fees
9 Aug - 10 Aug
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,004 reviews)
"Nice , clean, established."
Kevin
The price is ā¹10,333
ā¹12,130 total
includes taxes & fees
5 Aug - 6 Aug
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
The price is ā¹8,604
ā¹10,101 total
includes taxes & fees
27 Jul - 28 Jul
4. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
8.8 out of 10, Excellent, (1,465 reviews)
"Enjoyed my stay!"
Kimberly
The price is ā¹19,604
ā¹23,307 total
includes taxes & fees
9 Aug - 10 Aug
5. Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,487 reviews)
"Great place to stay when in Chicago!"
Homer
The price is ā¹25,495
ā¹33,755 total
includes taxes & fees
9 Aug - 10 Aug
6. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (4,798 reviews)
"We had a good stay, the staff were helpful and friendly."
Dana
The price is ā¹19,901
ā¹26,413 total
includes taxes & fees
16 Aug - 17 Aug
7. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
9.2 out of 10, Wonderful, (3,161 reviews)
"Beautiful hotel in a perfect location!"
Amy
The price is ā¹22,263
ā¹29,848 total
includes taxes & fees
9 Aug - 10 Aug
8. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
8.6 out of 10, Excellent, (2,830 reviews)
"Location is very good and staff is nice!"
Diana
The price is ā¹16,861
ā¹21,768 total
includes taxes & fees
9 Aug - 10 Aug
9. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
9.0 out of 10, Wonderful, (1,314 reviews)
"Very nice hotel"
Hadi
The price is ā¹22,115
ā¹26,292 total
includes taxes & fees
9 Aug - 10 Aug
10. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
9.2 out of 10, Wonderful, (1,396 reviews)
"Very nice would stay again"
Dawn
The price is ā¹20,439
ā¹24,302 total
includes taxes & fees
9 Aug - 10 Aug
11. 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
The price is ā¹18,494
ā¹21,990 total
includes taxes & fees
20 Aug - 21 Aug
12. 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
The price is ā¹21,856
ā¹29,312 total
includes taxes & fees
23 Aug - 24 Aug
13. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt AreaDowntown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Itās a clean and well managed hotel."
Jihi
The price is ā¹20,357
ā¹24,203 total
includes taxes & fees
9 Aug - 10 Aug
14. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthDowntown Chicago
9.2 out of 10, Wonderful, (1,884 reviews)
"Breakfast is great, staffs are very friendly and rooms are clean and comfortable with spacious bedrooms."
Maung
The price is ā¹16,417
ā¹19,518 total
includes taxes & fees
9 Aug - 10 Aug
15. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,313 reviews)
"Great hotel. Close to everything"
charity
The price is ā¹18,059
ā¹21,470 total
includes taxes & fees
9 Aug - 10 Aug
16. Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market AreaDowntown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location staff very friendly and helpful very clean would stay again"
Michele
The price is ā¹21,856
ā¹25,985 total
includes taxes & fees
16 Aug - 17 Aug
17. 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
The price is ā¹18,464
ā¹21,952 total
includes taxes & fees
16 Aug - 17 Aug
18. Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,507 reviews)
"Great hotel and location."
Lubisa
The price is ā¹22,180
ā¹29,772 total
includes taxes & fees
23 Aug - 24 Aug
19. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (4,316 reviews)
"Great place to stay!"
lakadria
The price is ā¹19,894
ā¹23,652 total
includes taxes & fees
9 Aug - 10 Aug
20. River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,334 reviews)
"Great location, welcoming staff, comfortable room"
Nick
The price is ā¹19,559
ā¹23,254 total
includes taxes & fees
9 Aug - 10 Aug
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
The price is ā¹5,663 per night from 13 Aug to 14 Aug
ā¹5,663
ā¹6,342 total
13 Aug - 14 Aug
includes taxes & fees
Hotels in Southwest Side with star rating
5 Star Hotels
9 properties
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