A waterfront promenade with a historic building featuring two towers and a large arched entrance.

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Our top choices for Streeterville 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Was amazing experience we want to go back"
United States
Edda
The price is SAR 1,953
SAR 2,322 total
includes taxes & fees
1 Nov - 2 Nov
Four Seasons Hotel Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,050 reviews)
"clean room, friendly staff, great restaurants, good location"
United States
Cecille
The price is SAR 1,732
SAR 2,060 total
includes taxes & fees
1 Nov - 2 Nov
Trump International Hotel & Tower Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

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 SAR 2,013
SAR 2,393 total
includes taxes & fees
1 Nov - 2 Nov
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

4. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,001 reviews)
"This place was everything!! The location, comfort, food and the stamp was top tier!!!"
United States
Levi
The price is SAR 2,441
SAR 2,902 total
includes taxes & fees
1 Nov - 2 Nov
The Peninsula Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is SAR 2,027
SAR 2,410 total
includes taxes & fees
1 Nov - 2 Nov
Waldorf Astoria Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

6. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (947 reviews)
"Great location Helpful staff"
United States
Abhay
The price is SAR 1,708
SAR 2,124 total
includes taxes & fees
1 Nov - 2 Nov
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.

7. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,005 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is SAR 2,055
SAR 2,443 total
includes taxes & fees
1 Nov - 2 Nov
Park Hyatt Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

8. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Staff was excellent."
United States
Fred
The price is SAR 1,899
SAR 2,258 total
includes taxes & fees
1 Nov - 2 Nov
The Ritz-Carlton, Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (134 reviews)
"The location is great. Lovely hotel with great staff."
United States
Xiomara
The price is SAR 2,182
SAR 2,594 total
includes taxes & fees
8 Nov - 9 Nov
The St. Regis Chicago
A rooftop lounge with a city skyline view, featuring a sofa set with patterned cushions and a table with drinks and snacks.

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 Streeterville.
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
The price is SAR 535 per night from Nov 1 to Nov 2
SAR 535
SAR 636 total
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (5,521 reviews)
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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.

Top Streeterville Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Streeterville?
Based on reviews by our travelers, The Peninsula Chicago is one of the top-rated retreats for an indulgent stay in the Central Chicago neighborhood of Streeterville. Want more 5-star hotels around the area? Park Hyatt Chicago and The Ritz-Carlton, Chicago will cater to your upscale desires.
How much does it cost to stay in a 5-star hotel in Streeterville?
The amount you pay for a 5-star hotel in Streeterville can vary based on what time of year you travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to score the best rate on a high-end stay.

  • Search for the lowest price per night from SAR 636

What makes a hotel 5 stars in Streeterville?
In Streeterville, a hotel is required to offer a specific amount of upscale amenities to earn 5 stars. These may include on-site gyms, saunas and spas, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their extraordinary service. You can expect things like in-room massages, nightly turn-down services and concierge services. Some may also offer additional touches like welcome gifts.