Compare and book 5 Star hotels in Uptown, Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Uptown 5 Star Hotels

Top Uptown 5 Star Hotels

Our top choices for Uptown 5-star hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1690)
"Location, staff and accommodations were excellent. "
The price is 12.136.871 ₫
14.247.437 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"Great location "
The price is 13.934.760 ₫
16.358.015 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Location can’t be beat. Hotel is excellent! "
The price is 14.789.250 ₫
17.361.100 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"My favorite hotel"
The price is 16.432.500 ₫
19.290.113 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location "
The price is 13.967.625 ₫
16.396.596 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (709)
"Beautiful, staffed with great people."
The price is 7.348.614 ₫
8.626.538 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Nobu Hotel Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is 16.169.580 ₫
18.981.470 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is 14.618.352 ₫
17.160.483 ₫ total
includes taxes & fees
19 Sept - 20 Sept
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (71)
"Amazing hotel"
The price is 17.168.676 ₫
20.154.309 ₫ total
includes taxes & fees
4 Sept - 5 Sept
The St. Regis Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is 11.473.784 ₫
21.950.546 ₫ total
includes taxes & fees
14 Sept - 15 Sept
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.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
The price is 4.559.033 ₫ per night from 4 Sept to 5 Sept
4.559.033 ₫
6.009.149 ₫ total
4 Sept - 5 Sept
includes taxes & fees
8.4/10 Very Good! (1,871 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 3.762.385 ₫

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.