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, (1450)
"I had to pay fomy upgrade "
The price is S$622
includes taxes & fees
1 Dec - 2 Dec
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Nice property, excellent housekeeping staff. Nice amenities and a nice pool. "
The price is S$830
includes taxes & fees
24 Dec - 25 Dec
The Peninsula Chicago
The Langham, Chicago
Lobby lounge

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is S$722
includes taxes & fees
24 Dec - 25 Dec
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1026)
"Felt like royalty during my stay thank you "
The price is S$632
includes taxes & fees
16 Dec - 17 Dec
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, (573)
"Nice "
The price is S$497
includes taxes & fees
15 Dec - 16 Dec
Nobu Hotel Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1021)
"Needs an update "
The price is S$648
includes taxes & fees
23 Dec - 24 Dec
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, (1021)
"Great Breakfast and amazing room with a view of the lake."
The price is S$651
includes taxes & fees
22 Dec - 23 Dec
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1005)
"A beautiful hotel with lovely amenities!! 10/10 "
The price is S$610
includes taxes & fees
15 Dec - 16 Dec
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (46)
"The cleaning services were lacking. We had to ask to have our room cleaned when it still wasn’t cleaned at 5pm. They forgot to refill the coffee pods and water 1 day. And left used towels after one of the cleaning. Sub-par performance for a hotel at these prices."
The price is S$719
includes taxes & fees
18 Dec - 19 Dec
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$187 per night from 8 Dec to 9 Dec
S$187
includes taxes & fees
8 Dec - 9 Dec
8.2/10 Very Good! (3,227 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$151

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.