Five Star Hotels in Chicago

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Top 5 Stars Hotels in Chicago

Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1483)
"This is the best property in Chicago. I have stayed at every other 4 and 5 star property and this remains the best experience and location. "
The price is S$508
includes taxes & fees
7 Jan - 8 Jan,2025
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Needs an update "
The price is S$550
includes taxes & fees
12 Jan - 13 Jan,2025
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby lounge

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1011)
"Very good!"
The price is S$558
includes taxes & fees
15 Jan - 16 Jan,2025
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"Amazing!!! "
The price is S$682
includes taxes & fees
19 Jan - 20 Jan,2025
Waldorf Astoria Chicago
Park Hyatt Chicago
Premium bedding, down duvets, pillow-top beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Very Nice property. Helpful friendly staff. "
The price is S$576
includes taxes & fees
23 Jan - 24 Jan,2025
Park Hyatt Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Wonderful "
The price is S$758
includes taxes & fees
8 Jan - 9 Jan,2025
The Peninsula 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, (604)
"Best hotel experience in all my 42 years. "
The price is S$566
includes taxes & fees
12 Jan - 13 Jan,2025
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Beautiful lobby and rooms! Beds are so soft can’t wait to come back again soon."
The price is S$509
includes taxes & fees
26 Jan - 27 Jan,2025
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (51)
"Best hotel in the city "
The price is S$741
includes taxes & fees
26 Jan - 27 Jan,2025
The St. Regis Chicago
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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 Chicago.
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 S$176 per night from 6 Jan to 7 Jan
S$176
includes taxes & fees
6 Jan - 7 Jan,2025
8.2/10 Very Good! (3,396 reviews)
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Frequently asked questions

What are the best 5-star hotels in Chicago?
Based on Expedia guest reviews, The Langham, Chicago, Trump International Hotel & Tower Chicago and The Peninsula Chicago are among the best 5-star hotels in Chicago. Providing top-quality amenities and unmatchable service, you’ll enjoy an indulgent and memorable stay.
How much does it cost to stay in a 5-star hotel in Chicago?
You’ll find many different pricing options for a 5-star hotel in Chicago on Expedia. The amount you pay will depend on your holiday dates, length of stay and other factors. Compare all of the available accommodation for your chosen dates and use our pricing and other filters to discover the perfect luxury stay.

  • Search for the lowest price per night from S$176

What makes a hotel 5 stars in Chicago?
Flawless guest service chatacterises every 5-star hotel in Chicago. From the minute you arrive, staff are at your beck and call, whether arranging customised tours or providing in-room massage treatments. What’s more, hotels must offer upscale conveniences to qualify for a 5-star rating. These can include luxury bathrobes, a wellness centre, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chicago?
Expedia’s filter tool is the easiest way to narrow down what you want. Select “5-star” and “All inclusive” to see the most upscale resorts in Chicago where your room, meals, activities and entertainment are included in the price. At these retreats, your trip is pure extravagance from the moment you enter the lobby.
What are the top 5-star spa hotels in Chicago?
Spoil yourself with decadent massages and other restorative treatments at The Peninsula Chicago. It’s among Chicago’s most impressive 5-star spa properties. Trump International Hotel & Tower Chicago and The Langham, Chicago also combine high-end accommodation with wellness activities.
Are there any 5-star holiday rentals in Chicago?
Our site doesn’t offer any 5-star holiday rentals in Chicago. However, you will still find some top-rated stays where the only item on your itinerary will be to kick back and enjoy yourself. See what’s available by searching through our holiday rentals in Chicago.
Are there any 5-star hotels in downtown Chicago?
Book a room at The Langham, Chicago. This 5-star hotel is perfect if you want to immerse yourself in Chicago’s lively downtown scene.