5 Stars Hotels in Oak Park, Illinois from CA $503

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Check prices for these dates

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Nov 8 - Nov 9
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Nov 9 - Nov 10
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Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Oak Park 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)
"Great place to stay in Chicago!"
United States
ryan
The price is CA $706
CA $840 total
includes taxes & fees
Dec 6 - Dec 7
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, (2,079 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is CA $652
CA $775 total
includes taxes & fees
Nov 15 - Nov 16
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, (1,008 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is CA $848
CA $1,008 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, (1,004 reviews)
"Attentive staff and beautiful spa, pool and rooms."
United States
Courtney
The price is CA $737
CA $877 total
includes taxes & fees
Dec 6 - Dec 7
The Langham, 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, (1,001 reviews)
"Great hotel"
United States
Luis
The price is CA $630
CA $750 total
includes taxes & fees
Dec 6 - Dec 7
Waldorf Astoria Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Very helpful staff good for families"
United States
Krikour
The price is CA $652
CA $775 total
includes taxes & fees
Dec 8 - Dec 9
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, (965 reviews)
"Great location Helpful staff"
United States
Abhay
The price is CA $503
CA $634 total
includes taxes & fees
Nov 22 - Nov 23
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,002 reviews)
"Excellent experience. I’d recommend this property for their outstanding service and updated rooms."
United States
Marissa
The price is CA $618
CA $735 total
includes taxes & fees
Nov 22 - Nov 23
Park Hyatt 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, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
The price is CA $757
CA $900 total
includes taxes & fees
Nov 22 - Nov 23
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

Top Oak Park Hotel Reviews

A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.
Nobu Hotel Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago

10/10 Excellent

incredible staff and stay here. The team here crushed it and the rooms were fantastic
Canada
Jordan
Reviewed August 12, 2026
Nobu Hotel Chicago

Find out more about Oak Park

Five Star Hotels in Oak Park

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Oak Park so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Oak Park and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Oak Park

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Oak Park

The results are in, and Oak Park 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Oak Park! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Oak Park today and settle down in the lap of luxury tomorrow.

Frequently Asked Questions

What are the best 5-star hotels in Oak Park?

Nobu Hotel Chicago, The Langham, Chicago and Waldorf Astoria Chicago are among the best 5-star hotels in Oak Park, based on our customer reviews. These upscale hotels rate highly for things such as their location, conveniences and guest service standards. Select your favourite and enjoy the best of it all.

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

The amount you pay for a 5-star hotel in Oak Park can vary according to when you prefer to travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to land the best rate on a luxurious stay.

  • Search for the lowest price per night from CA $503

What makes a hotel 5 stars in Oak Park?

In Oak Park, a hotel must provide a specific number of top-notch amenities to earn 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their guest-centric standard of service. You can expect things like concierge services, nightly turn-down services and in-room massage. Some may even offer additional touches such as welcome gifts.

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

Find a luxurious getaway that includes your lodging, meals, bar and entertainment in Oak Park with the help of our filters. Search for properties rated 5 stars and click on the "All inclusive" filter. Double-check what's included in the price. This way, you can take full advantage of the many perks on offer when you get there.

What are the top 5-star spa hotels in Oak Park?

Spoil yourself with a decadent massage and other rejuvenating treatments at Trump International Hotel & Tower Chicago. It's among Oak Park's best 5-star spa properties. Waldorf Astoria Chicago and The Langham, Chicago also combine upscale accommodations with wellness experiences.

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

There are no 5-star vacation rentals in Oak Park on our site, but there are a few other highly rated properties worth looking into. Scan through our vacation rentals in Oak Park to discover the best place for your stay.

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