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Find 5 Star Hotels in Old Town Chicago, IL from SAR 521

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Check availability on Old Town Chicago 5 Star Hotels

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, (1002)
"This hotel ruined me for others in the future. Amazing service, beautiful decor. Workout facilities, pool, sauna room amazing. 10 out of 10."
The price is SAR 1,575
SAR 1,849 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, (1522)
"I stayed on the 27th floor and city views were absolutley amazing! Staff was polite and helpful. The room was clean and comfortable. I look forward to my next visit.."
The price is SAR 1,195
SAR 1,403 total
includes taxes & fees
2 Mar - 3 Mar
Trump International Hotel & Tower Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (999)
"GREAT STAY!!!"
The price is SAR 1,468
SAR 1,724 total
includes taxes & fees
23 Mar - 24 Mar
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Very clean and upscale "
The price is SAR 1,350
SAR 1,585 total
includes taxes & fees
6 Mar - 7 Mar
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1008)
"Amazing hotel - from the service to the room. Everything about this hotel was great."
The price is SAR 1,781
SAR 2,091 total
includes taxes & fees
23 Feb - 24 Feb
The Peninsula Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Would come again"
The price is SAR 1,387
SAR 1,628 total
includes taxes & fees
23 Feb - 24 Feb
Park Hyatt Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (632)
"Great place but no refrigerator in the room"
The price is SAR 1,199
SAR 1,407 total
includes taxes & fees
23 Feb - 24 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, (1001)
"Its exactly what you'd expect. The location is perfect. Shopping is walkable. Restaurants are near. And the Navy Pier is in sight-distance. The staff was friendly and accomodating. And rideshares took less than a minute every time. "
The price is SAR 1,243
SAR 1,459 total
includes taxes & fees
9 Mar - 10 Mar
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (55)
"We had an amazing experience with Oscar, the hotel driver. From the very beginning, he was incredibly attentive, kind, and professional. He made us feel comfortable and safe throughout the entire ride, always willing to assist with our needs and ensuring we received the best service possible. His friendly attitude and excellent service truly made a difference in our stay. We highly recommend him and sincerely appreciate his outstanding hospitality!"
The price is SAR 1,740
SAR 2,043 total
includes taxes & fees
16 Mar - 17 Mar
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 SAR 619 per night from Mar 9 to Mar 10
SAR 619
SAR 880 total
includes taxes & fees
9 Mar - 10 Mar
9.2/10 Wonderful! (1,004 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 SAR 521

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.