Five Star Hotels in Downtown Chicago

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Top 5 Stars Hotels in Downtown Chicago

Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1491)
"Go ahead and upgrade to the suite, you won't regret it. Beautiful property with amazing views and spotlessly clean. Walkable to some of the best dining and shopping in the US. We'll absolutely be back. "
The price is S$513
includes taxes & fees
23 Jan - 24 Jan
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby lounge

The Langham, Chicago

5.0 star property
9.6 out of 10, Exceptional, (1008)
"Enjoyed our stay"
The price is S$567
includes taxes & fees
9 Feb - 10 Feb
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"The stay was everything It was so relaxing and comfortable and the room bathroom was so beautiful."
The price is S$645
includes taxes & fees
26 Jan - 27 Jan
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Great location, easy checkin and no rush check out is nice. Comfortable room, good facilities, gym / spa etc... Staff was friendly and accommodating. "
The price is S$765
includes taxes & fees
13 Jan - 14 Jan
The Peninsula Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1004)
"The lady who helped us at check in and check out was phenomenal. Really appreciated her kindness"
The price is S$652
includes taxes & fees
20 Jan - 21 Jan
Four Seasons Hotel Chicago
Park Hyatt Chicago
Premium bedding, down duvets, pillow-top beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Very enjoyable…we will be back!"
The price is S$582
includes taxes & fees
23 Jan - 24 Jan
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, (611)
"Decent but looking tired already. Heat didn’t work and had to call engineering to fix. Sink didn’t drain, had to call engineering to fix. Not really how I wanted to be spending my time but whatever. Other than that, decent place."
The price is S$555
includes taxes & fees
2 Feb - 3 Feb
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Can’t wait to return "
The price is S$513
includes taxes & fees
23 Jan - 24 Jan
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (51)
"Best hotel in the city "
The price is S$718
includes taxes & fees
2 Feb - 3 Feb
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 26 Jan to 27 Jan
S$157
includes taxes & fees
26 Jan - 27 Jan
8.2/10 Very Good! (3,456 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.

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.
Are there any 5-star holiday rentals in Downtown Chicago?
Although there aren’t any 5-star holiday rentals in Downtown Chicago on our site, we have a range of retreats that promise an unforgettable getaway. Discover one that suits your style by checking out our holiday rentals in Downtown Chicago.