Compare and book 5 Star hotels in Chicago, Illinois

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Chicago 5 Star Hotels

Our top choices for Chicago 5-star hotels

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Great Hotel on all levels"
United States
Demetrios
The price is 11.828.700 ₫
13.885.710 ₫ total
includes taxes & fees
5 Apr - 6 Apr
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,008 reviews)
"The spa was relaxing and the staff was so kind."
United States
Gordon
The price is 13.800.150 ₫
16.199.995 ₫ total
includes taxes & fees
19 Mar - 20 Mar
The Peninsula Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"staff was great /rooms were clean /Great location "
United States
peggy
The price is 10.382.970 ₫
12.188.568 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Four Seasons Hotel Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,853 reviews)
"Great hotel"
United States
Mark
The price is 9.758.678 ₫
11.455.702 ₫ total
includes taxes & fees
23 Mar - 24 Mar
Trump International Hotel & Tower Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,002 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is 10.836.403 ₫
12.720.853 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Park Hyatt Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Staff, room and accommodations were superb! "
United States
William
The price is 10.777.260 ₫
12.651.427 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Waldorf Astoria Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (803 reviews)
"Great location, lovely hotel "
United States
Kristin
The price is 8.023.512 ₫
9.418.802 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,004 reviews)
"great location"
United States
Curtis
The price is 10.409.256 ₫
12.219.425 ₫ total
includes taxes & fees
22 Mar - 23 Mar
The Ritz-Carlton, Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (103 reviews)
"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "
United States
Eddie
The price is 11.723.556 ₫
13.762.282 ₫ total
includes taxes & fees
5 Apr - 6 Apr
The St. Regis Chicago
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
Still don't see what you're looking for?
See all properties in Chicago.
You can also use these popular filters to refine your search.
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.

Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Top Chicago Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Chicago?
Get ready for 5-star opulence at The Langham, Chicago, Trump International Hotel & Tower Chicago or The St. Regis Chicago. These are some of the leading retreats in Chicago according to Expedia guest reviews. Book your favourite and enjoy a taste of the high life!
How much does it cost to stay in a 5-star hotel in Chicago?
How much you pay for a 5-star hotel in Chicago depends on factors like when you plan to travel and the length of your escape. Our insider tip for landing an awesome deal? Use our pricing filters to check out the available accommodation for your chosen dates.

  • Search for the lowest price per night from 4.023.152 ₫

What makes a hotel 5 stars in Chicago?
In Chicago, a hotel must provide a specific amount of high-end conveniences to earn a 5-star rating. 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 outstanding service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer extra touches like welcome gifts.