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Find 5 Star Hotels in Old Town Chicago, IL from AED 408

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Check availability on Old Town Chicago 5 Star Hotels

Tonight
6 Apr - 7 Apr
Tomorrow
7 Apr - 8 Apr
Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr

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

The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.6 out of 10, Exceptional, (1006)
"One of the best hotels we have ever visited. Perfect location and everyone on the staff was very professional. The restaurant was great and they had a coffee bar in the lobby. We loved it. "
The price is AED 1,488
AED 1,746 total
includes taxes & fees
20 Apr - 21 Apr
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"Amazing stay! The staff was helpful and friendly."
The price is AED 1,377
AED 1,617 total
includes taxes & fees
20 Apr - 21 Apr
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, (1566)
"Good all around "
The price is AED 1,226
AED 1,439 total
includes taxes & fees
20 Apr - 21 Apr
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1000)
"easy, convenient, great location, great service"
The price is AED 1,483
AED 1,741 total
includes taxes & fees
20 Apr - 21 Apr
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"This is the nicest hotel I’ve ever stayed in. It’s stunningly beautiful, and the staff is amazing! I look forward to stay here again "
The price is AED 1,745
AED 2,048 total
includes taxes & fees
13 Apr - 14 Apr
The Peninsula Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Nice swimming pool for lap swimming. "
The price is AED 1,514
AED 1,778 total
includes taxes & fees
10 Apr - 11 Apr
Park Hyatt 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, (647)
"Very good but two day stay and didn’t get bottled water on day two "
The price is AED 1,466
AED 1,720 total
includes taxes & fees
20 Apr - 21 Apr
Nobu Hotel Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (61)
"Best"
The price is AED 1,928
AED 2,264 total
includes taxes & fees
20 Apr - 21 Apr
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, (1004)
"Our stay at the Ritz was a memorable one. The staffed spared no action when it came to making my mom feel special for her birthday. I can’t thank them enough for such an incredible stay - we hope to come again sometime soon! "
The price is AED 1,337
AED 1,570 total
includes taxes & fees
13 Apr - 14 Apr
The Ritz-Carlton, 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.
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 515 per night from Apr 20 to Apr 21
AED 515
AED 605 total
includes taxes & fees
20 Apr - 21 Apr
8.2/10 Very Good! (3,846 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 408

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.