Five Star Hotels in Downtown 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 Downtown Chicago 5 Star Hotels

Tonight
22 Jun - 23 Jun
Tomorrow
23 Jun - 24 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

Top 5 Stars Hotels in Downtown Chicago

The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"I cannot say enough about this hotel. Location is great, beautiful and well maintained, rooms are nice, good food oprioms. Staff is always friendly and professional!"
The price is S$944
includes taxes & fees
2 Jul - 3 Jul
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Staff, hotel and its amenities were excellent. "
The price is S$782
includes taxes & fees
6 Jul - 7 Jul
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"great hotel and close to all the activite"
The price is S$801
includes taxes & fees
1 Jul - 2 Jul
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1626)
"Great hotel with great staff."
The price is S$697
includes taxes & fees
29 Jun - 30 Jun
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"The room service and overall staff at this property is excellent "
The price is S$803
includes taxes & fees
29 Jun - 30 Jun
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, (678)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is S$512
includes taxes & fees
29 Jun - 30 Jun
Nobu Hotel Chicago
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Superb customer service, clean hotel!"
The price is S$778
includes taxes & fees
29 Jun - 30 Jun
Park Hyatt Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (67)
"Excellent service! Always a great time! "
The price is S$864
includes taxes & fees
13 Jul - 14 Jul
The St. Regis Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Best hotel in Chicago "
The price is S$780
includes taxes & fees
23 Jul - 24 Jul
The Ritz-Carlton, Chicago
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 Downtown Chicago.
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 S$236 per night from 30 Jun to 1 Jul
S$236
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (4,241 reviews)
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.
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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Downtown Chicago?
The amount you pay for a 5-star hotel in Downtown Chicago depends on factors like when you plan to travel and the length of your getaway. Our top tip for bagging an awesome deal? Use our pricing filters to check out the available accommodation for your selected dates.
  • Search for the lowest price per night from S$216

What makes a hotel 5 stars in Downtown Chicago?
In Downtown Chicago, a hotel must offer a certain number of high-end conveniences to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their exceptional service. You can look forward to things like nightly turn-down services, in-room massages and concierge services. Some may even offer thoughtful touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Downtown Chicago?
Our handy filters are the easiest way to find exactly what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale resorts in Downtown Chicago where your meals, lodging, entertainment and activities are included in the price. At these stays, your trip is pure extravagance from the moment you pull up to the entrance.