A frozen river with a city skyline in the background.

Uptown 5 Stars Hotels

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Our top choices for Uptown 5-star hotels

Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,934 reviews)
"Great stay and location."
United States
Tammy Lynn
The price is NT$15,089
NT$17,939 total
includes taxes & fees
Aug 10 - Aug 11
Trump International Hotel & Tower Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,010 reviews)
"Lux accommodations, great spa!"
United States
Gregory
The price is NT$16,674
NT$19,824 total
includes taxes & fees
Jul 26 - Jul 27
The Langham, Chicago
Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"Great location and property. Staff doesn’t match the level of expectations."
United States
Gino
The price is NT$17,060
NT$20,283 total
includes taxes & fees
Jul 19 - Jul 20
Four Seasons Hotel Chicago
Front of property - evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,005 reviews)
"Great stay!"
United States
Dennis
The price is NT$20,118
NT$23,918 total
includes taxes & fees
Jul 12 - Jul 13
The Peninsula Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Our third time at this hotel and still enjoying it."
United States
Jorge
The price is NT$16,497
NT$19,613 total
includes taxes & fees
Aug 9 - Aug 10
Waldorf Astoria Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,005 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is NT$14,807
NT$17,604 total
includes taxes & fees
Aug 9 - Aug 10
The Ritz-Carlton, Chicago
Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,006 reviews)
"This is a very good hotel. It is in a great location and it does everything so well."
United States
Claire
The price is NT$17,817
NT$21,182 total
includes taxes & fees
Aug 9 - Aug 10
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (884 reviews)
"Beautiful room and property"
United States
Girlynda
The price is NT$13,765
NT$16,366 total
includes taxes & fees
Jul 26 - Jul 27
Nobu Hotel Chicago
2 restaurants; breakfast, lunch, dinner, and brunch served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (126 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is NT$22,468
NT$26,712 total
includes taxes & fees
Aug 9 - Aug 10
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

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 NT$8,981 per night from Aug 2 to Aug 3
NT$8,981
NT$10,543 total
Aug 2 - Aug 3
includes taxes & fees
8.4/10 Very Good! (2,342 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 NT$6,201

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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