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Find 5 Star Hotels in Old Town Chicago, IL from AED 558

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Check availability on Old Town Chicago 5 Star Hotels

Tonight
23 Jun - 24 Jun
Tomorrow
24 Jun - 25 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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

The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Amazing service!! Beautiful hotel!"
The price is AED 2,295
AED 2,694 total
includes taxes & fees
29 Jun - 30 Jun
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Staff, hotel and its amenities were excellent. "
The price is AED 1,900
AED 2,231 total
includes taxes & fees
6 Jul - 7 Jul
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"great hotel and close to all the activite"
The price is AED 1,910
AED 2,242 total
includes taxes & fees
2 Jul - 3 Jul
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1626)
"Great hotel with great staff."
The price is AED 1,721
AED 2,021 total
includes taxes & fees
30 Jun - 1 Jul
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"The room service and overall staff at this property is excellent "
The price is AED 1,951
AED 2,290 total
includes taxes & fees
6 Jul - 7 Jul
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (678)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is AED 1,046
AED 1,228 total
includes taxes & fees
1 Jul - 2 Jul
Nobu Hotel Chicago
Park Hyatt Chicago
1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Superb customer service, clean hotel!"
The price is AED 1,891
AED 2,220 total
includes taxes & fees
29 Jun - 30 Jun
Park Hyatt Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (67)
"Excellent service! Always a great time! "
The price is AED 2,101
AED 2,466 total
includes taxes & fees
13 Jul - 14 Jul
The St. Regis Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Best hotel in Chicago "
The price is AED 1,895
AED 2,225 total
includes taxes & fees
23 Jul - 24 Jul
The Ritz-Carlton, Chicago
Art Villa
Rainfall showerhead, hair dryer, soap, shampoo

Art Villa

5.0 star property
The price is AED 1,304
AED 2,522 total
includes taxes & fees
4 Jul - 5 Jul
Art Villa
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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.
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 AED 561 per night from Jun 30 to Jul 1
AED 561
AED 658 total
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (4,248 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 558

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.