Uptown 5 Stars Hotels

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Check availability on Uptown 5 Star Hotels

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Uptown 5-star hotels

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, (1,003 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is NT$18,089
NT$21,506 total
includes taxes & fees
Jun 21 - Jun 22
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Fantastic hotel and amazing spa! Beautiful room with fantastic staff"
United Kingdom
Simon
The price is NT$21,235
NT$25,247 total
includes taxes & fees
Jun 11 - Jun 12
The Langham, Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,887 reviews)
"Great property, staff was amazing"
United States
Mamta Singh
The price is NT$16,398
NT$19,495 total
includes taxes & fees
Jun 14 - Jun 15
Trump International Hotel & Tower Chicago
Front of property - evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Great stay!"
United States
Dennis
The price is NT$20,470
NT$24,337 total
includes taxes & fees
Jun 21 - Jun 22
The Peninsula Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Wonderful Hotel will definitely be looking forward to going back."
United States
Shante
The price is NT$17,928
NT$21,315 total
includes taxes & fees
Jun 21 - Jun 22
Waldorf Astoria Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 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$19,347
NT$23,003 total
includes taxes & fees
Jun 18 - Jun 19
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, (1,001 reviews)
"Great property "
United States
Kerry
The price is NT$18,718
NT$22,254 total
includes taxes & fees
Jun 21 - Jun 22
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, (854 reviews)
"loved the property and restaurant"
United States
Kathryn
The price is NT$14,273
NT$16,970 total
includes taxes & fees
Jun 14 - Jun 15
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
9.2 out of 10, Wonderful, (116 reviews)
"Great hotel, large pool - although I wish it was a bit warmer for my liking. The hot sauna though was a nice addition ( there is no hut tub in the pool area). Large gym was also great- unbelievable views of Lake Michigan and Navy Pier! "
United States
Beata
The price is NT$22,525
NT$26,780 total
includes taxes & fees
Jun 14 - Jun 15
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$8,934 per night from May 29 to May 30
NT$8,934
NT$10,488 total
May 29 - May 30
includes taxes & fees
8.4/10 Very Good! (2,310 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$9,836

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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