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Find 5 Star Hotels in Old Town Chicago, IL from AED 584

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Check availability on Old Town Chicago 5 Star Hotels

Tonight
1 Feb - 2 Feb
Tomorrow
2 Feb - 3 Feb
Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb

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

Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Among the finest hotels we’ve stayed at in the United States. Beautiful view of the lake from our room, very comfortable bed and superb service from the staff throughout our stay. Breakfast in the restaurant was excellent."
The price is AED 1,396
AED 1,638 total
includes taxes & fees
2 Mar - 3 Mar
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1519)
"We had a great experience at this hotel. "
The price is AED 1,171
AED 1,374 total
includes taxes & fees
12 Feb - 13 Feb
Trump International Hotel & Tower Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1006)
"Everything about this hotel is amazing! The concierge‘s team is especially spectacular and will take care of any plans. You want to set up during your stay. The spa, sauna, and club lounge are some of my favorite places! Highly recommend."
The price is AED 1,454
AED 1,707 total
includes taxes & fees
23 Feb - 24 Feb
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Fun"
The price is AED 1,405
AED 1,649 total
includes taxes & fees
16 Feb - 17 Feb
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"Love this place "
The price is AED 1,745
AED 2,048 total
includes taxes & fees
2 Feb - 3 Feb
The Peninsula Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Staff was incredibly kind and the property was immaculate!"
The price is AED 1,389
AED 1,631 total
includes taxes & fees
9 Feb - 10 Feb
Park Hyatt Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (624)
"The hotel was beautiful. However, the heat in my room wasn’t working properly. The guy brought me a space heater but it was kind of ridiculous, and unsafe alternative. "
The price is AED 1,267
AED 1,487 total
includes taxes & fees
9 Feb - 10 Feb
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful lobby and rooms! Beds are so soft can’t wait to come back again soon."
The price is AED 1,296
AED 1,521 total
includes taxes & fees
9 Feb - 10 Feb
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (52)
"Best hotel in the city "
The price is AED 1,638
AED 1,923 total
includes taxes & fees
27 Feb - 28 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 Old Town Chicago.
Pendry Chicago

Pendry Chicago

230 North Michigan Avenue, Chicago, IL
The price is AED 606 per night from Feb 24 to Feb 25
AED 606
AED 862 total
includes taxes & fees
24 Feb - 25 Feb
9.2/10 Wonderful! (1,005 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 584

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.