Photo by by Midway Intl Airport

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

Our top choices for Southwest Side 5-star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Excellent customer service and we loved the room and accommodations."
United States
Sean
The price is P24,722
P29,021 total
includes taxes & fees
Feb 1 - Feb 2
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1006)
"Love the langham!"
United States
Clayton
The price is P24,325
P28,555 total
includes taxes & fees
Feb 1 - Feb 2
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1020)
"Our stay "
United States
Tashauannea
The price is P27,959
P32,822 total
includes taxes & fees
Jan 25 - Jan 26
The Peninsula Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1813)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is P17,516
P20,562 total
includes taxes & fees
Jan 4 - Jan 5
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
The price is P22,368
P26,257 total
includes taxes & fees
Feb 1 - Feb 2
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1001)
"Room was excellent. Everything was clean and the amenities were fantastic. Staff was very warm and helpful. Will go back"
United States
Christopher
The price is P22,765
P26,724 total
includes taxes & fees
Feb 1 - Feb 2
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (771)
"Staff was amazing, room was spotless and the whole vibe of the hotel is relaxing. Celebrated our anniversary and it was intimate and perfect. "
United States
Filjelaine
The price is P18,262
P21,438 total
includes taxes & fees
Feb 1 - Feb 2
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1002)
"great location"
United States
Curtis
The price is P22,727
P26,679 total
includes taxes & fees
Feb 1 - Feb 2
The Ritz-Carlton, Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (86)
"Nice place "
United States
John
The price is P26,259
P30,825 total
includes taxes & fees
Feb 1 - Feb 2
The St. Regis Chicago

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
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

Find out more about Southwest Side

Stay in Luxury: 5 Star Hotels in Southwest Side

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Southwest Side trip. You'll join the multitudes of holidaymakers who have made Southwest Side so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Southwest Side and indulge in the finer things in life for a while.

5-Star Hotels in Southwest Side

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Southwest Side are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Southwest Side 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Southwest Side! Choose one of our Southwest Side 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


Expedia India is rated 4 stars by Feefo based on 1038 reviews