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5 Stars Hotels in Old Town Triangle, Chicago from CA $267

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Check availability on Old Town Triangle 5 Star Hotels

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Old Town Triangle 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, (1,000 reviews)
"The staff was so kind and helpful. Great location and dining options. The room was spotless and comfortable"
United States
Teresa
The price is CA $881
CA $1,048 total
includes taxes & fees
Oct 4 - Oct 5
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, (2,020 reviews)
"It was a great place to stay"
United States
Jorge
The price is CA $729
CA $867 total
includes taxes & fees
Oct 4 - Oct 5
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, (1,002 reviews)
"Enjoyed my stay, lovely staff and great location"
United States
Saramae
The price is CA $913
CA $1,086 total
includes taxes & fees
Oct 4 - Oct 5
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, (1,004 reviews)
"First time staying at this Property and we absolutely loved it! Will definitely go back and recommend"
United States
Angela
The price is CA $944
CA $1,122 total
includes taxes & fees
Oct 4 - Oct 5
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)
"Very nice hotel With beautiful rooms"
United States
Victoria
The price is CA $1,011
CA $1,201 total
includes taxes & fees
Oct 1 - Oct 2
Waldorf Astoria Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

6. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (934 reviews)
"Great location Helpful staff"
United States
Abhay
The price is CA $683
CA $846 total
includes taxes & fees
Sep 20 - Sep 21
Nobu Hotel Chicago
Cafe

7. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Staff was excellent."
United States
Fred
The price is CA $902
CA $1,073 total
includes taxes & fees
Sep 20 - Sep 21
The Ritz-Carlton, 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, (1,001 reviews)
"All the staff are kind Everything was good"
United States
Myung H
The price is CA $944
CA $1,122 total
includes taxes & fees
Oct 18 - Oct 19
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, (131 reviews)
"The location is great. Lovely hotel with great staff."
United States
Xiomara
The price is CA $939
CA $1,116 total
includes taxes & fees
Oct 4 - Oct 5
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 Triangle.
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
The price is CA $224 per night from Sep 29 to Sep 30
CA $224
CA $267 total
Sep 29 - Sep 30
includes taxes & fees
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Top Old Town Triangle Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Old Town Triangle?
A world of indulgence awaits at Waldorf Astoria Chicago, Four Seasons Hotel Chicago and The Ritz-Carlton, Chicago. These are among the 5-star properties around the North Side neighbourhood of Old Town Triangle that rate highly with Expedia customers.
How much does it cost to stay in a 5-star hotel in Old Town Triangle?
How much you pay for a 5-star hotel in Old Town Triangle can vary depending on when you decide to travel and how long you plan to stay, among other factors. Take advantage of our price per night filter and other search tools to score the best deal on a luxurious getaway.

  • Search for the lowest price per night from CA $267

What makes a hotel 5 stars in Old Town Triangle?
From gourmet dining venues and all-day fitness centres to swimming pools and the finest bedding, the 5-star experience in Old Town Triangle is all about indulgence and comfort. But it requires more than just top-notch amenities to get a 5-star rating. Stays must also deliver superior services like in-room massages, on-site dry cleaning and laundry and room service any time day or night.

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