Find 5 Star Hotels in Oak Brook, IL from $420

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Check prices for these dates

Tonight
Nov 10 - Nov 11
Tomorrow
Nov 11 - Nov 12
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Oak Brook 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
$500 nightly
The price is $594
Dec 6 - Dec 7
Total with taxes and fees
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
$461 nightly
The price is $548
Nov 22 - Nov 23
Total with taxes and fees
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
$600 nightly
The price is $713
Dec 6 - Dec 7
Total with taxes and fees
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
$522 nightly
The price is $621
Dec 6 - Dec 7
Total with taxes and fees
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, (1,004 reviews)
"Very clean and upscale property. Lovely amenities. Great location and staff very friendly."
United States
Loai
$489 nightly
The price is $581
Dec 6 - Dec 7
Total with taxes and fees
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
$506 nightly
The price is $601
Nov 15 - Nov 16
Total with taxes and fees
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
$354 nightly
The price is $421
Nov 26 - Nov 27
Total with taxes and fees
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
$438 nightly
The price is $520
Nov 22 - Nov 23
Total with taxes and fees
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
$563 nightly
The price is $669
Nov 24 - Nov 25
Total with taxes and fees
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 Oak Brook 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

Find out more about Oak Brook

Why not demand the best during your excursion to Oak Brook? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Oak Brook so popular in the last year. There's no reason to delay a getaway to Oak Brook any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. Reserve one of our 5-star hotels in Oak Brook and indulge in the finer things in life for a while. Don't wait any longer!

5-Star Hotels in Oak Brook

Don't be afraid to be pampered during your trip, along with the best conditions. Spa treatments, delicious meals, and one-on-one attention are all at your fingertips. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive fantastic marks for guest services, so you know you'll be looked after during your getaway. What kind of amenities will make your stay a wonderful one? A reflexology treatment that will leave you feeling outstanding? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Want to see for yourself? Then explore the 240 reviews various guests have left on Expedia and get to know these places.

But you aren't going to spend your entire vacation in your room, of course. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Oak Brook are the perfect place to relax after an exciting day.

Make Your Escape

The results are in, and Oak Brook 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Oak Brook! It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Select one of the 5-star hotels in Oak Brook today and dive into in luxe surroundings when you're ready.

Frequently Asked Questions

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

The amount you pay for a 5-star hotel in Oak Brook depends on things such as when you want to go and the length of your getaway. Our insider tip for landing an awesome deal? Use our pricing filters to compare all of the available hotels for your selected dates.

  • Search for the lowest price per night from $420

What makes a hotel 5 stars in Oak Brook?

In Oak Brook, a hotel must offer a certain number of upscale conveniences to be designated 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused standard of service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may also offer additional touches like welcome gifts.

Are there any 5-star all-inclusive resorts in Oak Brook?

Expedia's filters are the quickest way to narrow down what you're looking for. Select "5-star" and "All inclusive" to see the most upscale hotels in Oak Brook where your room, meals, activities and entertainment are included in the price. At these getaways, your trip is pure relaxation and indulgence from the moment you enter the lobby.

Are there any 5-star vacation rentals in Oak Brook?

Our site doesn't have any 5-star vacation rentals in Oak Brook. However, you will still find some top-rated properties where the only item on your itinerary will be to unpack and enjoy yourself. See what's available by checking out our vacation rentals in Oak Brook.

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