5 Stars Hotels in Downtown Chicago, Chicago from CA $210

  • 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 Downtown Chicago 5 Star Hotels

This weekend
Next weekend

Our top choices for Downtown 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 CA $597
CA $701 total
includes taxes & fees
Apr 12 - Apr 13
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"The spa was relaxing and the staff was so kind."
United States
Gordon
The price is CA $616
CA $723 total
includes taxes & fees
Mar 29 - Mar 30
The Peninsula Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"staff was great /rooms were clean /Great location "
United States
peggy
The price is CA $542
CA $636 total
includes taxes & fees
Apr 1 - Apr 2
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 CA $509
CA $598 total
includes taxes & fees
Mar 29 - Mar 30
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)
"Very nice pleasant place to stay all the mint teas that you want in the hotel in the round great staff"
United States
Leslie
The price is CA $566
CA $664 total
includes taxes & fees
Mar 29 - Mar 30
Park Hyatt Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is CA $549
CA $644 total
includes taxes & fees
Mar 29 - Mar 30
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 CA $324
CA $380 total
includes taxes & fees
Mar 29 - Mar 30
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"great location"
United States
Curtis
The price is CA $543
CA $638 total
includes taxes & fees
Apr 5 - Apr 6
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 CA $679
CA $797 total
includes taxes & fees
Mar 29 - Mar 30
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 Downtown Chicago.
Still don't see what you're looking for?
See all properties in Downtown 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.

Learn more about Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Downtown Chicago showing a city

Top Downtown Chicago Hotel Reviews

Find out more about Downtown Chicago

Five Star Hotels in Downtown Chicago

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Downtown Chicago so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Downtown Chicago and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Downtown Chicago

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Downtown Chicago

The results are in, and Downtown Chicago 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Downtown Chicago! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Downtown Chicago today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Downtown Chicago?
How much you pay for a 5-star hotel in Downtown Chicago depends on things such as when you plan to go and the length of your trip. A top tip for landing the best deal? Use our pricing filters to check out all of the available options for your chosen dates.

  • Search for the lowest price per night from CA $210

What makes a hotel 5 stars in Downtown Chicago?
In Downtown Chicago, a hotel needs to provide a specific amount of upscale features to be designated 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their extraordinary standard of service. You'll enjoy things like in-room massages, concierge services and nightly turn-down services. Some may even offer extra touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Downtown Chicago?
Our convenient filters are the quickest way to narrow down what you're looking for. Check the "All inclusive" and "5-star" boxes to show the finest resorts in Downtown Chicago where your room, meals, entertainment and activities are included in the price. At these retreats, your vacation is absolute indulgence from the moment you check in.

Explore a world of travel with Expedia