Are there any 5-star vacation rentals in South Chicago?

Although you won't find any 5-star vacation rentals in South Chicago on our site, we have a range of escapes that promise a memorable getaway. Find one that suits your style by searching our vacation rentals in South Chicago .

5 Stars Hotels in South Chicago: Compare Hotel Prices & Find the Cheapest South Chicago, Chicago 5 Stars Hotels

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on South Chicago 5 Star Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for South Chicago 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Downtown Chicago

Teresa

NT$22,000 total

includes taxes & fees

Oct 30 - Oct 31

A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Mark

NT$19,772 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

3. The Langham, Chicago

Downtown Chicago

Saramae

NT$21,621 total

includes taxes & fees

Oct 25 - Oct 26

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

4. The Peninsula Chicago

Downtown Chicago

Levi

NT$25,604 total

includes taxes & fees

Oct 1 - Oct 2

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

NT$24,988 total

includes taxes & fees

Oct 25 - Oct 26

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

6. Nobu Hotel Chicago

Downtown Chicago

Abhay

NT$17,466 total

includes taxes & fees

Oct 25 - Oct 26

A couple dining at a table with a view of a cityscape and a sunset.

7. Park Hyatt Chicago

Downtown Chicago

Tom

NT$22,088 total

includes taxes & fees

Oct 30 - Oct 31

A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

8. The Ritz-Carlton, Chicago

Downtown Chicago

Fred

NT$18,966 total

includes taxes & fees

Oct 25 - Oct 26

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 South Chicago.

River Hotel

75 East Wacker Drive Chicago IL

NT$5,934

NT$7,055 total

Oct 25 - Oct 26

includes taxes & fees

8.8/10 Excellent! (5,453 reviews)

Still don't see what you're looking for?

See all properties in South Chicago.

You can also use these popular filters to refine your search.

Pool Spa Hot tub Breakfast included Waterpark

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 South Chicago Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in South Chicago?

How much you pay for a 5-star hotel in South Chicago depends on factors such as when you plan to go and the length of your break. A top tip for scoring the best deal? Use our pricing filters to compare all of the available hotels for your chosen dates.

Search for the lowest price per night from NT$6,789

What makes a hotel 5 stars in South Chicago?

From high-end dining venues and all-day gyms to pools and dreamy bedding, the 5-star experience in South Chicago is all about luxury and comfort. But it requires more than just upscale conveniences to get a 5-star rating. Hotels must also offer superb guest services like beauty treatments, laundry and dry cleaning and 24-hour concierge services.

Are there any 5-star all-inclusive resorts in South Chicago?

Use our convenient filters to find an upscale getaway in South Chicago where everything you need is included. From there, refine your results for resorts that have a rating of 5 stars and are deemed "All inclusive." The main thing to look forward to at these stays? Pure relaxation and indulgence.

Explore a world of travel with Expedia

Far Southwest Side Vacation Rentals

Book Hotels in South Chicago on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on South Chicago 5 Star Hotels