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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

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 Rp9.448.310
Rp11.233.094 total
includes taxes & fees
30 Aug - 31 Aug
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 Rp8.356.406
Rp9.934.809 total
includes taxes & fees
23 Aug - 24 Aug
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 Rp9.947.466
Rp11.826.542 total
includes taxes & fees
30 Aug - 31 Aug
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 Rp11.141.875
Rp13.246.575 total
includes taxes & fees
23 Aug - 24 Aug
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 Rp9.470.594
Rp11.259.589 total
includes taxes & fees
30 Aug - 31 Aug
Waldorf Astoria Chicago
Café

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 Rp8.485.652
Rp10.088.593 total
includes taxes & fees
23 Aug - 24 Aug
The Ritz-Carlton, Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool 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 Rp7.808.305
Rp9.728.968 total
includes taxes & fees
23 Aug - 24 Aug
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 Rp9.867.244
Rp11.731.166 total
includes taxes & fees
30 Aug - 31 Aug
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 Rp11.141.875
Rp13.246.887 total
includes taxes & fees
23 Aug - 24 Aug
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 Rp4.378.133 per night from 5 Sept to 6 Sept
Rp4.378.133
Rp5.139.490 total
5 Sept - 6 Sept
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?
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 Rp3.030.181

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.