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Find 5 Star Hotels in Old Town Chicago, IL from AED 636

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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

5.0 star property
9.4 out of 10, Exceptional, (1731)
"Beautiful hotel centrally located"
The price is AED 1,584
AED 1,859 total
includes taxes & fees
2 Nov - 3 Nov
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Great place to stay. "
The price is AED 1,997
AED 2,345 total
includes taxes & fees
26 Oct - 27 Oct
The Langham, Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Amazing hotel will be back for sure!"
The price is AED 2,387
AED 2,803 total
includes taxes & fees
2 Nov - 3 Nov
The Peninsula Chicago

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
The price is AED 1,947
AED 2,285 total
includes taxes & fees
2 Nov - 3 Nov
Four Seasons Hotel Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Simply love this hotel"
The price is AED 2,139
AED 2,511 total
includes taxes & fees
3 Nov - 4 Nov
Waldorf Astoria Chicago

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1003)
"beautiful room and hotel great bar!"
The price is AED 2,108
AED 2,475 total
includes taxes & fees
3 Nov - 4 Nov
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (729)
"Great location, amenities and staff. "
The price is AED 1,835
AED 2,154 total
includes taxes & fees
30 Oct - 31 Oct
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is AED 1,690
AED 1,983 total
includes taxes & fees
2 Nov - 3 Nov
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
9.2 out of 10, Wonderful, (77)
"Nice place "
The price is AED 2,296
AED 2,695 total
includes taxes & fees
5 Oct - 6 Oct
The St. Regis Chicago

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is AED 1,353
AED 2,901 total
includes taxes & fees
12 Oct - 13 Oct
Art Villa
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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 636

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.

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