Photo by by Midway Intl Airport
Search Luxury Hotels in Southwest Side
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Southwest Side Luxury Hotels
Our top choices for Southwest Side luxury hotels
8.6 out of 10, Excellent, (1923)
"Good value, great cleaning staff "
farzana
The price is ₹9,039
₹12,733 total
includes taxes & fees
4 Jan - 5 Jan 2026
8.8 out of 10, Excellent, (1010)
"Helpful staff
Great location for attractions"
Youngjun
The price is ₹9,404
₹11,039 total
includes taxes & fees
25 Dec - 26 Dec
9.2 out of 10, Wonderful, (1646)
"Great place to stay "
Juliet
The price is ₹16,562
₹22,096 total
includes taxes & fees
16 Dec - 17 Dec
8.4 out of 10, Very good, (1580)
"Rooms were very nice and staff was great"
Nancy
The price is ₹13,473
₹18,528 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2192)
"Yes, very clean room and great hospitality "
leticia i Vasquez
The price is ₹8,082
₹9,487 total
includes taxes & fees
21 Dec - 22 Dec
9.4 out of 10, Exceptional, (1142)
"Very nice hotel, great rooms, comfy bed and the staff were all very friendly."
Randall
The price is ₹19,441
₹25,476 total
includes taxes & fees
4 Jan - 5 Jan 2026
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2623)
"Great hotel, best location, nice and very helpful staff "
Carlos
The price is ₹13,292
₹18,497 total
includes taxes & fees
13 Jan - 14 Jan 2026
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.
Top Southwest Side Hotel Reviews
Palmer House a Hilton Hotel
10/10 Excellent
Explore a world of travel with Expedia
Top areas for Luxury Hotels
More accommodation types in Southwest Side
Hotels near popular Chicago Attractions
Hotels in Southwest Side by Star Rating
Explore more hotels
- Hyatt Regency Chicago
- Homewood Suites by Hilton Chicago Downtown South Loop
- Crowne Plaza Chicago West Loop by IHG
- River Hotel
- Sable at Navy Pier Chicago, Curio Collection by Hilton
- InterContinental Chicago Magnificent Mile by IHG
- Swissotel - Chicago
- citizenM Chicago Downtown
- LondonHouse Chicago, Curio Collection by Hilton
- Club Quarters Hotel, Central Loop, Chicago
- The Allegro Royal Sonesta Hotel Chicago Loop
- Warwick Allerton - Chicago
- Hotel Riu Plaza Chicago
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- DoubleTree by Hilton Chicago - Magnificent Mile
- Hilton Garden Inn Chicago Downtown South Loop
- Courtyard by Marriott Chicago Magnificent Mile
- Aloft Chicago Mag Mile
- voco Chicago Downtown - Riverwalk by IHG
- Hyatt Centric The Loop Chicago
More ways to book
Expedia's Latest Trends
Hotels
- FourSeasons Hotels in Ras Al Khaimah
- Hotels near Jupiter Hospital
- Hotels near McCormick Place
- Uddhav Vilas
- Hotels in Novena
- Hostels Noida
- Hotels with Early Check-in in Karol Bagh
- Hotels in Tarnaka
- OYORooms Hotels in Baghpat
- 5 Star Hotels in Tajpur
- Hotels near Mansar Lake
- Hotel S B Excellency
- Hotels near Our Lady of Madu Church
- Hotels with Entertainment in Alibag
- Hotels near Fashion Outlets of Chicago
- Bambolim Beach Resort
Flights