Southwest Side 5 Stars Hotels

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check availability on Southwest Side 5 Star Hotels

This weekend
Next weekend

Compare Southwest Side 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1018)
"Great place to stay. "
United States
Shawn
The price is NT$15,317
NT$17,981 total
includes taxes & fees
Nov 23 - Nov 24
The Langham, Chicago
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1754)
"Very accommodating and friendly staff, brilliant location"
United Kingdom
Aaron
The price is NT$13,204
NT$15,501 total
includes taxes & fees
Nov 9 - Nov 10
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
United States
David
The price is NT$15,052
NT$17,670 total
includes taxes & fees
Nov 24 - Nov 25
Four Seasons Hotel Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1023)
"Amazing rooms, walkable to shopping and restaurants. Great rooftop bar"
United States
Mary
The price is NT$17,571
NT$20,627 total
includes taxes & fees
Nov 16 - Nov 17
The Peninsula Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1004)
"Simply love this hotel"
United States
laura
The price is NT$14,437
NT$16,947 total
includes taxes & fees
Nov 23 - Nov 24
Waldorf Astoria Chicago
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (741)
"Great location, amenities and staff. "
United States
Nicholas
The price is NT$10,609
NT$12,455 total
includes taxes & fees
Nov 23 - Nov 24
Nobu Hotel Chicago
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1000)
"beautiful room and hotel great bar!"
United States
ravi
The price is NT$15,156
NT$17,792 total
includes taxes & fees
Nov 23 - Nov 24
Park Hyatt Chicago
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1001)
"Great location"
United States
Peter
The price is NT$12,860
NT$15,096 total
includes taxes & fees
Nov 27 - Nov 28
The Ritz-Carlton, Chicago
The St. Regis Chicago
5.0 star property
9.2 out of 10, Wonderful, (77)
"Nice place "
United States
John
The price is NT$14,254
NT$16,732 total
includes taxes & fees
Nov 24 - Nov 25
The St. Regis Chicago
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
The price is NT$16,504
NT$31,558 total
includes taxes & fees
Nov 2 - Nov 3
Art Villa
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.
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 Union Stock Yard Gate as you discover things to see and do in Southwest Side.

Chicago, IL showing interior views, heritage elements and an airport
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