Compare and book 5 Star hotels in Chicago, Illinois

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Check availability on Chicago 5 Star Hotels

Top Chicago 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, (1692)
"Location, staff and accommodations were excellent. "
The price is £400
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 £460
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, (1002)
"Location can’t be beat. Hotel is excellent! "
The price is £472
includes taxes & fees
21 Sept - 22 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, (1002)
"My favorite hotel"
The price is £542
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 £461
includes taxes & fees
21 Sept - 22 Sept
Waldorf Astoria 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 £534
includes taxes & fees
21 Sept - 22 Sept
Park Hyatt 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, (713)
"Great location, amenities and staff. "
The price is £245
includes taxes & fees
21 Sept - 22 Sept
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful place "
The price is £499
includes taxes & fees
1 Sept - 2 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, (73)
"Top tier "
The price is £567
includes taxes & fees
7 Sept - 8 Sept
The St. Regis Chicago
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is £630
includes taxes & fees
1 Sept - 2 Sept
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 Chicago.
The Wade

The Wade

644 N Lake Shore Dr, Chicago, IL
The price is £131 per night from 1 Sept to 2 Sept
£131
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,210 reviews)
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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.

See all hotels in Chicago

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 £131

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.