Five Star Hotels in Downtown Chicago

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Our top choices for Downtown Chicago 5-star hotels

Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful hotel"
United States
Sean
The price is S$593
includes taxes & fees
1 Mar - 2 Mar
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"Gorgeous property, facilities, and location."
United States
Hussein
The price is S$638
includes taxes & fees
15 Mar - 16 Mar
The Langham, Chicago
Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is S$778
includes taxes & fees
1 Mar - 2 Mar
The Peninsula Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,851 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is S$550
includes taxes & fees
23 Feb - 24 Feb
Trump International Hotel & Tower Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is S$637
includes taxes & fees
15 Mar - 16 Mar
Waldorf Astoria Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,004 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 S$624
includes taxes & fees
22 Feb - 23 Feb
Park Hyatt Chicago
Designer toiletries, hair dryer, bathrobes, towels

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (789 reviews)
"Everything was great about the property. Staff was super accomodating."
United States
Paulo
The price is S$473
includes taxes & fees
8 Mar - 9 Mar
Nobu Hotel Chicago
Café

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, service, and gym "
United States
Maxim
The price is S$587
includes taxes & fees
5 Mar - 6 Mar
The Ritz-Carlton, Chicago
2 restaurants, breakfast served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (96 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 S$661
includes taxes & fees
2 Mar - 3 Mar
The St. Regis Chicago
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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 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$157 per night from 22 Feb to 23 Feb
S$157
22 Feb - 23 Feb
includes taxes & fees
8.6/10 Excellent! (5,678 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.

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.

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Downtown Chicago which includes a city

Top Downtown Chicago Hotel Reviews

Find out more about Downtown Chicago

Stay in Luxury: 5 Star Hotels in Downtown Chicago

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Downtown Chicago trip. You'll join the multitudes of holidaymakers who have made Downtown Chicago so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Downtown Chicago and indulge in the finer things in life for a while.

5-Star Hotels in Downtown Chicago

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Downtown Chicago are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Downtown Chicago 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Downtown Chicago! Choose one of our Downtown Chicago 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


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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$157

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.

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