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Uptown 5 Stars Hotels

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Our top choices for Uptown 5-star hotels

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

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Was amazing experience we want to go back"
United States
Edda
The price is ₩696,935
₩828,587 total
includes taxes & fees
Nov 1 - Nov 2
Four Seasons Hotel Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,049 reviews)
"clean room, friendly staff, great restaurants, good location"
United States
Cecille
The price is ₩618,195
₩734,972 total
includes taxes & fees
Nov 1 - Nov 2
Trump International Hotel & Tower Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

3. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,001 reviews)
"Enjoyed my stay, lovely staff and great location"
United States
Saramae
The price is ₩718,379
₩854,080 total
includes taxes & fees
Nov 1 - Nov 2
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

4. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"This place was everything!! The location, comfort, food and the stamp was top tier!!!"
United States
Levi
The price is ₩871,169
₩1,035,740 total
includes taxes & fees
Nov 1 - Nov 2
The Peninsula Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is ₩723,405
₩860,056 total
includes taxes & fees
Nov 1 - Nov 2
Waldorf Astoria Chicago
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

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (946 reviews)
"Great location Helpful staff"
United States
Abhay
The price is ₩609,483
₩758,120 total
includes taxes & fees
Nov 1 - Nov 2
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.

7. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,005 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is ₩733,390
₩871,928 total
includes taxes & fees
Nov 1 - Nov 2
Park Hyatt Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

8. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Staff was excellent."
United States
Fred
The price is ₩677,836
₩805,878 total
includes taxes & fees
Nov 1 - Nov 2
The Ritz-Carlton, Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (134 reviews)
"The location is great. Lovely hotel with great staff."
United States
Xiomara
The price is ₩778,691
₩925,785 total
includes taxes & fees
Nov 8 - Nov 9
The St. Regis Chicago
A rooftop lounge with a city skyline view, featuring a sofa set with patterned cushions and a table with drinks and snacks.

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
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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 Uptown.
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
The price is ₩203,921 per night from Oct 25 to Oct 26
₩203,921
₩242,442 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (5,517 reviews)
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Uptown?
How much you pay for a 5-star hotel in Uptown can vary depending on when you decide to travel and how long you plan to be away, among other factors. Take advantage of our price per night filter and other search tools to score the best rate on a luxurious stay.

  • Search for the lowest price per night from ₩227,811

What makes a hotel 5 stars in Uptown?
From gourmet dining venues and 24-hour gyms to swimming pools and superior bedding, the 5-star experience in Uptown is all about comfort and indulgence. But it calls for more than just upscale conveniences to get a 5-star rating. Accommodations also have to offer exceptional guest services like in-room massages, on-site laundry and dry cleaning and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Uptown?
Find an upscale getaway that includes your room, meals, drinks and entertainment in Uptown with the help of Expedia's filters. Search for hotels with a 5-star rating and click on the "All inclusive" filter. Be sure to check what's included in the upfront price. This way, you're ready to take advantage of the many perks on offer from the moment you get there.

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