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

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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

Edda

NT$19,314 total

includes taxes & fees

Nov 15 - Nov 16

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

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Cecille

NT$17,636 total

includes taxes & fees

Nov 8 - Nov 9

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

3. The Langham, Chicago

Downtown Chicago

Saramae

NT$19,964 total

includes taxes & fees

Nov 15 - Nov 16

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$23,904 total

includes taxes & fees

Nov 15 - Nov 16

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$19,993 total

includes taxes & fees

Nov 15 - Nov 16

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$18,196 total

includes taxes & fees

Nov 1 - Nov 2

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

7. Park Hyatt Chicago

Downtown Chicago

Tom

NT$20,377 total

includes taxes & fees

Nov 15 - Nov 16

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

8. The Ritz-Carlton, Chicago

Downtown Chicago

Fred

NT$17,713 total

includes taxes & fees

Nov 15 - Nov 16

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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$4,895

NT$5,819 total

Nov 1 - Nov 2

includes taxes & fees

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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.

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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$5,467

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.

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