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Old Town Chicago Hotel Guide - 5 Stars Hotels in Old Town Chicago, Chicago

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Our top choices for Old Town Chicago 5-star hotels

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is Rp7.828.580
Rp9.307.400 total
includes taxes & fees
14 Dec - 15 Dec
Four Seasons Hotel Chicago

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,078 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is Rp7.168.613
Rp8.522.775 total
includes taxes & fees
13 Dec - 14 Dec
Trump International Hotel & Tower Chicago

3. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is Rp9.558.150
Rp11.363.685 total
includes taxes & fees
13 Dec - 14 Dec
The Peninsula Chicago

4. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Amazing hotel, best location"
United States
Talia
The price is Rp7.919.610
Rp9.415.624 total
includes taxes & fees
13 Dec - 14 Dec
The Langham, Chicago

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Very clean and upscale property. Lovely amenities. Great location and staff very friendly."
United States
Loai
The price is Rp7.969.677
Rp9.475.148 total
includes taxes & fees
13 Dec - 14 Dec
Waldorf Astoria Chicago

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,005 reviews)
"Very helpful staff good for families"
United States
Krikour
The price is Rp6.758.978
Rp8.035.748 total
includes taxes & fees
13 Dec - 14 Dec
The Ritz-Carlton, Chicago

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (968 reviews)
"The wellness center was my favorite!"
United States
Mauro
The price is Rp6.062.603
Rp7.662.979 total
includes taxes & fees
22 Nov - 23 Nov
Nobu Hotel Chicago

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is Rp7.737.550
Rp9.199.174 total
includes taxes & fees
13 Dec - 14 Dec
Park Hyatt Chicago

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
The price is Rp10.249.978
Rp12.186.201 total
includes taxes & fees
3 Dec - 4 Dec
The St. Regis Chicago

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa

Top Old Town Chicago Hotel Reviews

Frequently Asked Questions

What are the best 5-star hotels in Old Town Chicago?

Get the indulgent experience at Waldorf Astoria Chicago, Four Seasons Hotel Chicago and Park Hyatt Chicago. These are some of the 5-star options around the North Side neighbourhood of Old Town Chicago that are rated best by Expedia travellers.

How much does it cost to stay in a 5-star hotel in Old Town Chicago?

The amount you pay for a 5-star hotel in Old Town Chicago can vary according to the time of year you travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to find the best deal on a high-end getaway.

  • Search for the lowest price per night from Rp6.062.603

What makes a hotel 5 stars in Old Town Chicago?

In Old Town Chicago, a hotel must offer a specific amount 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 outstanding service. You can look forward to things like in-room massages, concierge services and nightly turn-down services. Some may even offer extra touches such as welcome gifts.

Are there any 5-star all-inclusive resorts in Old Town Chicago?

Find a luxurious escape that includes your lodging, meals, drinks and entertainment in Old Town Chicago with Expedia's filter tool. Search for resorts with a 5-star rating and click on the "All inclusive" filter. Have a look at what's included in the price. This way, you can take full advantage of all the perks on offer from the moment you get there.

What are the top 5-star spa hotels in Old Town Chicago?

If you could use some serious TLC, check out Park Hyatt Chicago. Other 5-star spa retreats that are renowned for their wellness programmes are Four Seasons Hotel Chicago and Waldorf Astoria Chicago, also located in or around Old Town Chicago.

Are there any 5-star holiday rentals in Old Town Chicago?

There are no 5-star holiday rentals in Old Town Chicago on our site, but there are a few other top-rated options worth checking out. Scan through our holiday rentals in Old Town Chicago to discover the perfect place for your getaway.