Find 5 Star Hotels in Skokie, IL from ￥49,556

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Check prices for these dates

Tonight
Nov 11 - Nov 12
Tomorrow
Nov 12 - Nov 13
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Skokie 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, (1,003 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is ￥78,215
￥92,992 total
includes taxes & fees
Nov 24 - Nov 25
Four Seasons Hotel Chicago
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,083 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is ￥72,882
￥86,649 total
includes taxes & fees
Nov 22 - Nov 23
Trump International Hotel & Tower Chicago
A rooftop bar with seating and a view of the city skyline at night.

3. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,012 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is ￥94,806
￥112,715 total
includes taxes & fees
Dec 6 - Dec 7
The Peninsula Chicago
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

4. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
"Amazing hotel, best location"
United States
Talia
The price is ￥82,481
￥98,061 total
includes taxes & fees
Dec 6 - Dec 7
The Langham, Chicago
A hotel entrance with a fountain, a car, and a person standing by the entrance.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,005 reviews)
"Very clean and upscale property. Lovely amenities. Great location and staff very friendly."
United States
Loai
The price is ￥77,227
￥91,816 total
includes taxes & fees
Dec 6 - Dec 7
Waldorf Astoria Chicago
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Very helpful staff good for families"
United States
Krikour
The price is ￥79,914
￥95,011 total
includes taxes & fees
Nov 15 - Nov 16
The Ritz-Carlton, Chicago
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (966 reviews)
"The wellness center was my favorite!"
United States
Mauro
The price is ￥49,556
￥62,867 total
includes taxes & fees
Nov 22 - Nov 23
Nobu Hotel Chicago
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,004 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is ￥69,169
￥82,234 total
includes taxes & fees
Nov 22 - Nov 23
Park Hyatt Chicago
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
The price is ￥88,960
￥105,763 total
includes taxes & fees
Nov 24 - Nov 25
The St. Regis Chicago
A rooftop dining area with checkered tablecloths, red and blue plates, and a city skyline in the background.

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa

Top Skokie Hotel Reviews

A rooftop bar with seating and a view of the city skyline at night.
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago

10/10 Excellent

Excellent hotel, my only complaint would be the Peninsula food service. We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster. As to the main dining room the service...
United States
Michael
Reviewed September 27, 2025
The Peninsula Chicago

Frequently Asked Questions

How much does it cost to stay in a 5-star hotel in Skokie?

The amount you pay for a 5-star hotel in Skokie can vary depending on what time of year you travel and how long you plan to be away, among a number of factors. Take advantage of our price per night filter and other search tools to find the best rate on an indulgent stay.

  • Search for the lowest price per night from ￥49,556

What makes a hotel 5 stars in Skokie?

Exceptional guest service is the hallmark of every 5-star hotel in Skokie. From the moment you arrive, staff cater to your every whim, whether answering room service calls 24/7 or providing a nightly turn-down service. Also, hotels have to feature superior conveniences to qualify for a 5-star rating. These can include luxury baths, spas or saunas, pools, gastronomic kitchens and knowledgeable concierge.

Are there any 5-star all-inclusive resorts in Skokie?

Expedia's filter tool is the best way to find exactly what you're looking for. Select "5-star" and "All inclusive" to see the most luxurious hotels in Skokie where your room, meals, activities and entertainment are included in the upfront price. At these retreats, your trip is pure relaxation and indulgence from the moment you put down your suitcase.

Are there any 5-star vacation rentals in Skokie?

Our site doesn't offer any 5-star vacation rentals in Skokie. However, you will still find some top-rated escapes where the only item on your itinerary will be to relax and enjoy yourself. See what's available by browsing our vacation rentals in Skokie.

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