Uptown 5 Stars Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Uptown 5 Star Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Uptown 5 Stars Hotels

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is HK$3,269
HK$3,838 total
includes taxes & fees
28 Dec - 29 Dec
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1010)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is HK$3,680
HK$4,320 total
includes taxes & fees
21 Dec - 22 Dec
The Langham, Chicago
Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1022)
"Great rooms, location and top flight service"
United States
Andrew
The price is HK$3,937
HK$4,622 total
includes taxes & fees
8 Dec - 9 Dec
The Peninsula Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1783)
"Great stay "
United States
Mohammed
The price is HK$2,697
HK$3,166 total
includes taxes & fees
1 Jan - 2 Jan 2026
Trump International Hotel & Tower Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"The staff was amazing. Will be making a return stay."
United States
Patricia
The price is HK$2,958
HK$3,473 total
includes taxes & fees
1 Jan - 2 Jan 2026
Waldorf Astoria Chicago
Premium bedding, down duvets, pillow-top beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1000)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is HK$3,386
HK$3,975 total
includes taxes & fees
2 Jan - 3 Jan 2026
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (754)
"Great location, amenities and staff. "
United States
Nicholas
The price is HK$2,398
HK$2,815 total
includes taxes & fees
7 Dec - 8 Dec
Nobu Hotel Chicago
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1002)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is HK$2,884
HK$3,386 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is HK$3,472
HK$4,076 total
includes taxes & fees
22 Dec - 23 Dec
The St. Regis Chicago
Interior
Art Villa

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Uptown.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL
The price is HK$734 per night from 18 Dec to 19 Dec
HK$734
HK$862 total
18 Dec - 19 Dec
includes taxes & fees
8.4/10 Very Good! (5,348 reviews)
Still don't see what you're looking for?
See all properties in Uptown.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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$862

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.

Explore a world of travel with Expedia