Compare and book 5 Star hotels in Old Town Triangle, Chicago

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Old Town Triangle 5 Star Hotels

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Old Town Triangle 5 Star Hotels

The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Amazing service!! Beautiful hotel!"
The price is 16.343.125 ₫
19.185.194 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Staff, hotel and its amenities were excellent. "
The price is 13.861.884 ₫
16.272.466 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"great hotel and close to all the activite"
The price is 13.728.225 ₫
16.115.563 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1623)
"Great hotel with great staff."
The price is 12.243.750 ₫
14.372.791 ₫ total
includes taxes & fees
10 Jul - 11 Jul
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"The room service and overall staff at this property is excellent "
The price is 13.891.656 ₫
16.307.416 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (680)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is 8.868.433 ₫
10.410.654 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Nobu Hotel Chicago
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Superb customer service, clean hotel!"
The price is 13.728.225 ₫
16.115.890 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Park Hyatt Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (68)
"Excellent service! Always a great time! "
The price is 14.957.228 ₫
17.558.291 ₫ total
includes taxes & fees
13 Jul - 14 Jul
The St. Regis Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Best hotel in Chicago "
The price is 13.492.884 ₫
15.839.296 ₫ total
includes taxes & fees
25 Jul - 26 Jul
The Ritz-Carlton, Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
The price is 13.033.880 ₫
22.352.871 ₫ total
includes taxes & fees
10 Jul - 11 Jul
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is 4.272.187 ₫ per night from 29 Jun to 30 Jun
4.272.187 ₫
5.015.119 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (4,279 reviews)
Still don't see what you're looking for?
See all properties in Old Town Triangle.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 Triangle?
Get the luxury experience at Waldorf Astoria Chicago, Four Seasons Hotel Chicago and The Ritz-Carlton, Chicago. These are some of the 5-star getaways around the North Side neighbourhood of Old Town Triangle that are highly rated by our customers.
How much does it cost to stay in a 5-star hotel in Old Town Triangle?
The amount you pay for a 5-star hotel in Old Town Triangle can vary according to when you prefer 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 rate on a high-end getaway.

  • Search for the lowest price per night from 3.974.648 ₫

What makes a hotel 5 stars in Old Town Triangle?
From high-end dining venues and all-day fitness centres to swimming pools and premium bedding, the 5-star experience in Old Town Triangle is all about comfort and indulgence. But it calls for more than just upscale perks to get a 5-star rating. Accommodation must also offer exceptional guest services like in-room massage treatments, on-site laundry and 24-hour concierge services.