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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)
"The staff was so kind and helpful. Great location and dining options. The room was spotless and comfortable"
United States
Teresa
The price is HK$5,018
HK$5,966 total
includes taxes & fees
20 Sept - 21 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, (2,006 reviews)
"It was a great place to stay"
United States
Jorge
The price is HK$3,969
HK$4,719 total
includes taxes & fees
20 Sept - 21 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, (1,007 reviews)
"This place is a true 5 star hotel no question!"
United States
Michael
The price is HK$4,900
HK$5,826 total
includes taxes & fees
7 Sept - 8 Sept
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, (1,006 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$4,900
HK$5,826 total
includes taxes & fees
7 Sept - 8 Sept
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 place and very well located, all the restaurants walking distance."
United States
Jolanta Ewa
The price is HK$4,998
HK$5,943 total
includes taxes & fees
20 Sept - 21 Sept
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, (924 reviews)
"incredible staff and stay here. The team here crushed it and the rooms were fantastic"
Canada
Jordan
The price is HK$3,507
HK$4,365 total
includes taxes & fees
13 Sept - 14 Sept
Nobu Hotel Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

7. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 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$4,046
HK$4,810 total
includes taxes & fees
20 Sept - 21 Sept
The Ritz-Carlton, 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, (1,001 reviews)
"Top notch hotel, we were only there for a night but it likely ruined staying at any other hotel now, it was a great experience."
United States
Catherine
The price is HK$4,822
HK$5,733 total
includes taxes & fees
7 Sept - 8 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, (131 reviews)
"The location is great. Lovely hotel with great staff."
United States
Xiomara
The price is HK$5,049
HK$6,003 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.
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
The price is HK$1,121 per night from 8 Sept to 9 Sept
HK$1,121
HK$1,333 total
8 Sept - 9 Sept
includes taxes & fees
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Top Uptown Hotel Reviews

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$1,333

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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