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

Although there aren't any 5-star vacation rentals in South Chicago on our site, we have a range of properties that promise a terrific getaway. Find one that matches your needs by searching our vacation rentals in South Chicago .

The Best 5 Star Hotels in South Chicago, IL from AED 507

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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

ryan

AED 2,162 total

includes taxes & fees

22 Nov - 23 Nov

A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Downtown Chicago

robert

AED 2,014 total

includes taxes & fees

8 Nov - 9 Nov

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

3. The Peninsula Chicago

Downtown Chicago

Vincent Haley

AED 2,729 total

includes taxes & fees

1 Nov - 2 Nov

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

4. The Langham, Chicago

Downtown Chicago

Ana

AED 2,280 total

includes taxes & fees

22 Nov - 23 Nov

A hotel entrance with a fountain, a car, and a person standing by the entrance.

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

AED 2,190 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

6. The Ritz-Carlton, Chicago

Downtown Chicago

Krikour

AED 2,162 total

includes taxes & fees

22 Nov - 23 Nov

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

7. Nobu Hotel Chicago

Downtown Chicago

Abhay

AED 1,573 total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

8. Park Hyatt Chicago

Downtown Chicago

Tom

AED 2,249 total

includes taxes & fees

22 Nov - 23 Nov

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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.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL

AED 437

AED 520 total

22 Nov - 23 Nov

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?

The amount you pay for a 5-star hotel in South Chicago can vary depending on what time of year you travel and how long you plan to stay, among a number of factors. Use our price per night filter and other search tools to land the best deal on a high-end getaway.

Search for the lowest price per night from AED 507

What makes a hotel 5 stars in South Chicago?

Exceptional guest service is at the heart of every 5-star hotel in South Chicago. From the instant you arrive, staff attend to your every need, whether recommending activities and tours or providing a nightly turn-down service. On top of that, hotels have to feature upscale amenities to meet the standard for a 5-star rating. These can include deluxe baths, spa facilities, swimming pools, gourmet kitchens and knowledgeable concierge.

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

Use our handy filters to find an upmarket retreat in South Chicago where most of what you need is included. From there, narrow down your results for hotels that have 5 stars and are described as "All inclusive." The first thing to look forward to at these stays? Pure indulgence and relaxation.

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