5 Star Hotels in Southwest Side, Chicago
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
9.6 out of 10, Exceptional, (1,920 reviews)
"Great stay and location."
Tammy Lynn
The price is €487
includes taxes & fees
19 Jul - 20 Jul
9.8 out of 10, Exceptional, (1,002 reviews)
"Very good hotel"
Sanjay
The price is €539
includes taxes & fees
19 Jul - 20 Jul
9.4 out of 10, Exceptional, (1,004 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
lora
The price is €551
includes taxes & fees
12 Jul - 13 Jul
9.8 out of 10, Exceptional, (1,002 reviews)
"Great stay!"
Dennis
The price is €650
includes taxes & fees
12 Jul - 13 Jul
9.4 out of 10, Exceptional, (1,001 reviews)
"Our third time at this hotel and still enjoying it."
Jorge
The price is €592
includes taxes & fees
19 Jul - 20 Jul
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 €598
includes taxes & fees
26 Jul - 27 Jul
9.6 out of 10, Exceptional, (1,003 reviews)
"This is a very good hotel. It is in a great location and it does everything so well."
Claire
The price is €610
includes taxes & fees
8 Jul - 9 Jul
9.4 out of 10, Exceptional, (882 reviews)
"Beautiful room and property"
Girlynda
The price is €409
includes taxes & fees
26 Jul - 27 Jul
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.
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is €248 per night from 11 Jul to 12 Jul
€248
11 Jul - 12 Jul
includes taxes & fees
8.4/10 Very good! (2,321 reviews)
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
- 3 Star Hotels in Chicago
- 3 Star Hotels in Country Club Hills
- 3 Star Hotels in Lincoln Park
- 3 Star Hotels in Lombard
- 3 Star Hotels in North Side
- 4 Star Hotels in Chicago
- 4 Star Hotels in Far Southeast Side
- 4 Star Hotels in Magnificent Mile
- 4 Star Hotels in Northwest Side
- 4 Star Hotels in Southwest Side
- 5 Star Hotels in Belmont Cragin
- 5 Star Hotels in Brookfield
- 5 Star Hotels in Chicago
- 5 Star Hotels in Elmhurst
- 5 Star Hotels in Hyde Park
- 5 Star Hotels in Lincoln Park
- 5 Star Hotels in Magnificent Mile
- 5 Star Hotels in Northwest Side
- 5 Star Hotels in River Forest
- 5 Star Hotels in The Loop
- 5 Star Hotels in Willow Springs
- Hotels near Abbott Park
- Archer Heights Hotels
- Bronzeville Hotels
- B&B in Burbank
- B&B in Chicago
- Cheap Hotels in Chicago
- Motel 6 Hotels in Chicago
- Red Roof Inn Hotels in Chicago
- Chicago Hotels
- Motels in Chicago
- Hotels with Pool in Chinatown
- Chinatown Hotels
- Beach Hotels in Cicero
- Clearing Hotels
- Hotels near Credit Union 1 Arena
- Englewood Hotels
- Evergreen Park Hotels
- Apartments in Far Southwest Side
- Oakwood Hotels in Grace Abbott Homes
- Hometown Hotels
- Club Quarters Hotels in Hyde Park
- Hotels with Spa in Hyde Park
- Hotels near Hyde Park Hair Salon
- Little Italy Hotels
- Little Village Hotels
- Lower West Side Hotels
- Hotels near Midway Intl.
- Hotels near Midway Station
- Near South Side Hotels
- North Lawndale Hotels
- Hotels near Oak Woods Cemetery
- Hotels near Soldier Field
- Lgbt-Friendly Hotels in South Loop
- B&B in South Side
- Hyatt Hotels in South Side
- Marriott Hotels & Resorts in South Side
- Extended Stay America Hotels in Southwest Side
- Extended Stay America Hotels in The Loop
- Romantic Hotels in The Loop
- West Englewood Hotels
- Cheap Hotels in West Loop
- Hostels in West Side
- Woodlawn Hotels
- Flights from Austin (AUS) to Chicago (MDW)
- Flights from Columbus (CMH) to Chicago (MDW)
- Flights from Grand Rapids (GRR) to Chicago (MDW)
- Flights from Jackson (JAN) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from Kraków (KRK) to Chicago (MDW)
- Flights from Lexington (LEX) to Chicago (MDW)
- Flights from Lafayette (LFT) to Chicago (MDW)
- Flights from Makurdi (MDI) to Chicago (MDW)
- Flights from Macomb (MQB) to Chicago (MDW)
- Flights from Green River (RVR) to Chicago (MDW)
- Flights from Springfield (SGF) to Chicago (MDW)
- Flights from Salt Lake City (SLC) to Chicago (MDW)