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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, (1,001 reviews)
"Liked the layout of our suite and that the hotel was right inside the shopping Mall & Bloomingdales."
United States
August
The price is HK$4,311
HK$5,126 total
includes taxes & fees
7 Sept - 8 Sept
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, (1,988 reviews)
"It was a great place to stay"
United States
Jorge
The price is HK$3,968
HK$4,718 total
includes taxes & fees
8 Sept - 9 Sept
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, (1,020 reviews)
"This place is a true 5 star hotel no question!"
United States
Michael
The price is HK$4,899
HK$5,825 total
includes taxes & fees
30 Aug - 31 Aug
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)
"First time staying at this Property and we absolutely loved it! Will definitely go back and recommend"
United States
Angela
The price is HK$4,787
HK$5,691 total
includes taxes & fees
30 Aug - 31 Aug
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, (1,001 reviews)
"Beautiful property and excellent service from all staff."
United States
Jim
The price is HK$3,797
HK$4,514 total
includes taxes & fees
31 Aug - 1 Sept
Waldorf Astoria Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Great hotel only complaint is on day of check in I sat in lobby and waited 6 hours."
United States
Eric
The price is HK$3,731
HK$4,436 total
includes taxes & fees
27 Sept - 28 Sept
The Ritz-Carlton, Chicago
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

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (918 reviews)
"incredible staff and stay here. The team here crushed it and the rooms were fantastic"
Canada
Jordan
The price is HK$3,392
HK$4,228 total
includes taxes & fees
30 Aug - 31 Aug
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Our room was wonderful"
United States
Jennifer
The price is HK$4,338
HK$5,158 total
includes taxes & fees
8 Sept - 9 Sept
Park Hyatt 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, (129 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is HK$5,048
HK$6,001 total
includes taxes & fees
21 Sept - 22 Sept
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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
The price is HK$1,908 per night from 18 Sept to 19 Sept
HK$1,908
HK$2,240 total
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,446 reviews)
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Uptown?
You'll find several pricing options for 5-star hotels in Uptown on Expedia. The amount you pay will depend on when you plan to travel, length of your trip and other factors. Compare all of the available accommodation for your chosen dates and make use of our pricing and other filters to land the ideal luxury stay.

  • Search for the lowest price per night from HK$1,249

What makes a hotel 5 stars in Uptown?
In Uptown, a hotel must provide a specific number of high-end conveniences to earn 5 stars. These may include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused service. You can expect things like concierge services, nightly turn-down services and in-room massage. Some may also offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Uptown?
Find a luxury stay that includes your lodging, meals, drinks and entertainment in Uptown with our handy filters. Search for hotels with a 5-star rating and click on the "All inclusive" filter. Double-check what's included in the upfront price. This way, you're ready to take advantage of all the perks on offer from the moment you get there.

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