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Find 5 Star Hotels in Old Town Chicago, IL from AED147

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

Reception
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Hotel need an update"
The price is AED 1,892
AED 2,221 total
includes taxes & fees
27 May - 28 May
Four Seasons Hotel Chicago
Banquet hall
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1202)
"Great view and environment "
The price is AED 1,584
AED 1,860 total
includes taxes & fees
16 Jun - 17 Jun
Trump International Hotel & Tower Chicago
Exterior
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1002)
"EXCEPTIONAL SERVICE!!"
The price is AED 1,759
AED 2,016 total
includes taxes & fees
16 Jun - 17 Jun
The Langham, Chicago
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Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"The staff was amazing and very attentive to our needs. Our waiters in the Brass Tack were both very personable and a pleasure to converse with. Great food too!"
The price is AED 1,892
AED 2,182 total
includes taxes & fees
27 May - 28 May
Waldorf Astoria Chicago
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1009)
"Beautiful hotel and great service. Would definitely stay again!"
The price is AED 1,928
AED 2,200 total
includes taxes & fees
27 May - 28 May
The Peninsula Chicago
Lounge
Nobu Hotel Chicago
5.0 star property
9.2 out of 10, Wonderful, (470)
"Roof top was very nice."
The price is AED 1,466
AED 1,686 total
includes taxes & fees
27 May - 28 May
Nobu Hotel Chicago
Exterior
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (981)
"The hotel was absolutely perfect for our quick weekend getaway. It was super comfortable, clean and safe. The staff was wonderful! "
The price is AED 1,855
AED 2,177 total
includes taxes & fees
26 May - 27 May
Park Hyatt Chicago
Exterior
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful property. Amazing views."
The price is AED 1,748
AED 2,028 total
includes taxes & fees
23 Jun - 24 Jun
The Ritz-Carlton, Chicago
Exterior
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (20)
"Loved this hotel! I’ll definitely come back again! "
The price is AED 2,259
AED 2,652 total
includes taxes & fees
16 Jun - 17 Jun
The St. Regis Chicago

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.
Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL
The price is AED147 per night from May 27 to May 28
AED147
per night
May 27 - May 28
7.6/10 Good! (2,610 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 AED147

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.