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Find 5 Star Hotels in Old Town Chicago, IL from AED 453

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Compare Old Town Chicago 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1578)
"Nice place to visit "
The price is AED 1,446
AED 1,698 total
includes taxes & fees
15 Dec - 16 Dec
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1033)
"It was amazing "
The price is AED 1,455
AED 1,707 total
includes taxes & fees
15 Dec - 16 Dec
Waldorf Astoria Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1077)
"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 AED 1,678
AED 1,969 total
includes taxes & fees
22 Dec - 23 Dec
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1092)
"Just a beautiful hotel with every little luxury to add to your overall travel experience"
The price is AED 1,928
AED 2,264 total
includes taxes & fees
15 Dec - 16 Dec
The Peninsula Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1034)
"Excellent everything "
The price is AED 1,513
AED 1,776 total
includes taxes & fees
22 Dec - 23 Dec
Park Hyatt Chicago
Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1025)
"Needs an update "
The price is AED 1,469
AED 1,725 total
includes taxes & fees
28 Dec - 29 Dec
Four Seasons Hotel Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (573)
"The best hotel experience I’ve ever had. Will be booking again"
The price is AED 1,090
AED 1,279 total
includes taxes & fees
15 Dec - 16 Dec
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1048)
"Was perfect "
The price is AED 1,418
AED 1,665 total
includes taxes & fees
15 Dec - 16 Dec
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior

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 AED 1,671
AED 1,962 total
includes taxes & fees
19 Dec - 20 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 Old Town Chicago.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL
The price is AED 496 per night from Dec 20 to Dec 21
AED 496
AED 675 total
includes taxes & fees
20 Dec - 21 Dec
8.6/10 Excellent! (1,007 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

What are the best 5-star hotels in Old Town Chicago?
According to reviews by our customers, Waldorf Astoria Chicago is one of the leading retreats for an indulgent stay in the North Side neighborhood of Old Town Chicago. Looking for more 5-star hotels around the area? Four Seasons Hotel Chicago and Park Hyatt Chicago will meet your high-end needs.
How much does it cost to stay in a 5-star hotel in Old Town Chicago?
You can find various pricing options for 5-star hotels in Old Town Chicago on Expedia. How much you’ll pay will depend on when you travel, length of stay and other factors. Compare all of the available accommodations for your preferred dates and use our pricing and other filters to score the perfect high-end stay.

  • Search for the lowest price per night from AED 453

What makes a hotel 5 stars in Old Town Chicago?
In Old Town Chicago, a hotel must offer a certain number of top-notch amenities to be rated 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You can expect things like concierge services, in-room massages and nightly turn-down services. Some may also offer extra touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Old Town Chicago?
Use our convenient filters to find a high-end getaway in Old Town Chicago where most of what you need is included. Next, narrow your results for accommodations that have a rating of 5 stars and are categorized as “All inclusive.” The most important thing on the itinerary at these stays? Pure indulgence and relaxation.
What are the top 5-star spa hotels in Old Town Chicago?
If you could do with some luxurious pampering, choose Park Hyatt Chicago. Other 5-star spa options that are known for their treatments and therapies are Four Seasons Hotel Chicago and Waldorf Astoria Chicago, also situated in or around Old Town Chicago.
Are there any 5-star vacation rentals in Old Town Chicago?
There are no 5-star vacation rentals in Old Town Chicago on our site, but there are a few other top-rated properties worth looking into. Scan through our vacation rentals in Old Town Chicago to book the perfect place for your getaway.