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Old Town Chicago 5 Stars Hotels

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Our top choices for Old Town Chicago 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Liked the layout of our suite and that the hotel was right inside the shopping Mall & Bloomingdales."
United States
August
The price is NT$16,978
NT$20,185 total
includes taxes & fees
Aug 30 - Aug 31
Four Seasons Hotel Chicago
Terrace/patio

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,983 reviews)
"It was a great place to stay"
United States
Jorge
The price is NT$15,016
NT$17,852 total
includes taxes & fees
Aug 23 - Aug 24
Trump International Hotel & Tower Chicago
Lobby

3. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,003 reviews)
"Location is perfect! Sooooo much to do within a 1/2 mile of the hotel :)"
United States
Christopher
The price is NT$17,875
NT$21,252 total
includes taxes & fees
Aug 30 - Aug 31
The Langham, Chicago
Front of property - evening/night

4. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,003 reviews)
"Incredible hotel. Truly what all hotels should aspire to be. Not one bad experience while there. This hotel is phenomenal."
United States
Justin
The price is NT$20,021
NT$23,803 total
includes taxes & fees
Aug 23 - Aug 24
The Peninsula Chicago
Exterior

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Beautiful property and excellent service from all staff."
United States
Jim
The price is NT$17,018
NT$20,233 total
includes taxes & fees
Aug 30 - Aug 31
Waldorf Astoria Chicago
Cafe

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is NT$15,248
NT$18,129 total
includes taxes & fees
Aug 23 - Aug 24
The Ritz-Carlton, Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (911 reviews)
"incredible staff and stay here. The team here crushed it and the rooms were fantastic"
Canada
Jordan
The price is NT$14,031
NT$17,482 total
includes taxes & fees
Aug 23 - Aug 24
Nobu Hotel Chicago
Breakfast, lunch, dinner and brunch served

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Our room was wonderful"
United States
Jennifer
The price is NT$17,731
NT$21,080 total
includes taxes & fees
Aug 30 - Aug 31
Park Hyatt Chicago
2 restaurants; breakfast, lunch, dinner, and brunch served

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (129 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is NT$20,021
NT$23,804 total
includes taxes & fees
Aug 23 - Aug 24
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
The price is NT$7,867 per night from Sep 5 to Sep 6
NT$7,867
NT$9,235 total
Sep 5 - Sep 6
includes taxes & fees
8.4/10 Very Good! (2,406 reviews)
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Top Old Town Chicago Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Old Town Chicago?
Waldorf Astoria Chicago is one of the leading picks around the North Side neighborhood of Old Town Chicago based on reviews by Expedia customers. Four Seasons Hotel Chicago and Park Hyatt Chicago are other 5-star hotels in this area that rate highly with travelers.
How much does it cost to stay in a 5-star hotel in Old Town Chicago?
How much you pay for a 5-star hotel in Old Town Chicago can vary depending on when you decide to travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to land the best rate on a luxurious stay.

  • Search for the lowest price per night from NT$5,445

What makes a hotel 5 stars in Old Town Chicago?
In Old Town Chicago, a hotel needs to provide a specific amount of high-end amenities to earn a 5-star rating. These can include on-site gyms, spas and saunas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their extraordinary service. You can expect things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches like welcome gifts.

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