Find 5 Star Hotels in Southwest Side, IL from ￥25,760
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Southwest Side 5 Star Hotels
Our top choices for Southwest Side 5-star hotels
9.4 out of 10, Exceptional, (1,004 reviews)
"Liked the layout of our suite and that the hotel was right inside the shopping Mall & Bloomingdales."
August
The price is ￥83,380
￥99,130 total
includes taxes & fees
Aug 23 - Aug 24
2. Trump International Hotel & Tower Chicago
Trump International Hotel & Tower ChicagoDowntown Chicago
9.6 out of 10, Exceptional, (1,966 reviews)
"Was a great stay!"
Augoustinos
The price is ￥73,744
￥87,673 total
includes taxes & fees
Aug 17 - Aug 18
9.8 out of 10, Exceptional, (1,002 reviews)
"Wonderful hotel stay"
Robert
The price is ￥88,571
￥105,301 total
includes taxes & fees
Aug 23 - Aug 24
9.4 out of 10, Exceptional, (1,002 reviews)
"Beautiful property and excellent service from all staff."
Jim
The price is ￥84,245
￥100,158 total
includes taxes & fees
Aug 23 - Aug 24
9.8 out of 10, Exceptional, (1,001 reviews)
"Welcoming and attentive staff throughout the hotel made my stay an enjoyable and memorable experience."
Charles
The price is ￥98,325
￥116,897 total
includes taxes & fees
Aug 23 - Aug 24
9.2 out of 10, Wonderful, (1,002 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
Caryn
The price is ￥74,884
￥89,028 total
includes taxes & fees
Aug 23 - Aug 24
9.4 out of 10, Exceptional, (897 reviews)
"The breakfast is a must try there."
Yidong
The price is ￥69,623
￥86,709 total
includes taxes & fees
Aug 20 - Aug 21
9.6 out of 10, Exceptional, (1,000 reviews)
"Our room was wonderful"
Jennifer
The price is ￥87,077
￥103,524 total
includes taxes & fees
Aug 30 - Aug 31
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Southwest Side.
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is ￥22,599 per night from Aug 30 to Aug 31
￥22,599
￥25,760 total
Aug 30 - Aug 31
includes taxes & fees
Still don't see what you're looking for?
See all properties in Southwest Side.
You can also use these popular filters to refine your search.
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.
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
Explore a world of travel with Expedia
- Hotels near Garfield Station
- Hotels near Chicago 55th-56th-57th Street Station
- Hotels near University of Chicago Medicine
- Cheap Hotels in The Loop
- Hotels near Lollapalooza
- Cheap Hotels in Chinatown
- Hotels near McCormick Tribune Center
- Hotels near Ida B Wells House
- Hotels near University of Chicago
- Condo Rentals in Evergreen Park
- Cheap Hotels in Hyde Park
- Hotels near Chicago 35th Street-Lou Jones-Bronzeville Station
- Rv Parks in Chicago
- Hotels near Soldier Field
- Cheap Hotels in Bronzeville
- New City Hotels
- Aparthotels in South Side
- Adults Only Resorts & in Lower West Side
- Ashburn Hotels
- Aparthotels in Chicago 18th Street Station
- Hotel Wedding Venues Hotels in Oakland
- Hotels near Chicago Architecture Foundation
- Hotels near Lakefront Trail
- Hotels with smoking rooms in Chicago
- South Loop Hotels
- Boutique Hotels in Little Village
- Hotels with Free Parking in Chicago
- Hotels near Midway Intl.
- Hotels near Midway Station
- Hotel with a Concierge Hotels in Hyde Park
- Luxury Hotels in Douglas
- Chatham Hotels
- Green Hotels in The Loop
- Hotels near Oriental Institute Museum
- Cheap Hotels in Cook County
- Aparthotels in Chicago
- Pilsen Hotels
- Chinatown Hotels
- Hotels near Rate Field
- Hotels near Midway Plaisance
- Business Hotels in New City
- Business Hotels in Hyde Park
- Cheap Hotels in Englewood
- Bronzeville Hotels
- Luxury Hotels in Chicago Museum Campus
- Luxury Hotels in Chicago Lawn
- Aparthotels in Chicago McCormick Place Station
- Hotels near Illinois Institute of Technology
- Shopping Hotels in Chinatown
- Historic Hotels in Chicago
- Hotels near Cermak-Chinatown Station
- Greektown Hotels
- Hotels near Cloud Gate
- Hotels near Pulaski Station
- Cheap Hotels in Essex
- Oakland Hotels
- Guest Houses in Chicago McCormick Place Station
- Hyde Park Hotels
- Motels in Chicago McCormick Place Station
- Pet-Friendly Hotels in Hyde Park
- Hostels in Forest View
- Hotels with Early Check-in in South Side
- Hotels near McCormick Place
- Resorts in Chicago McCormick Place Station
- Central Station Hotels
- Rv Parks in South Side
- Near South Side Hotels
- Illinois Medical District Hotels
- Near West Side Hotels
- Luxury Hotels in Grand Boulevard
- Hotels with Early Check-in in Chicago
- Hotels near LaSalle Street Station
- Hotels near University of Illinois Chicago
- Gay friendly Hotels in Chicago
- Luxury Hotels in Little Italy
- Boutique Hotels in New City
- Shopping Hotels in The Loop
- Hotels near Chicago Union Station
- Apartments in Chicago 75th Street Station
- Luxury Hotels in New City
- Golf Hotels in Chicago Lawn
- Historic Hotels in Ashburn
- Hotels near Chicago McCormick Place Station
- Washington Park Hotels
- Family Hotels in Greater Grand Crossing
- Pet-Friendly Hotels in Beverly
- Motels in Hometown
- Lower West Side Hotels
- All-Inclusive Hotel Hotels in Englewood
- 5 Star Hotels in Chicago
- Bridgeport Hotels
- Luxury Hotels in Pilsen
- Hotels near Auditorium Building and Theatre
- Douglas Hotels
- Burbank Hotels
- Family Hotels in South Loop
- Aparthotels in Chicago Halsted Station