Chicago 5 Stars Hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Chicago 5 Star Hotels

Tonight
Feb 22 - Feb 23
Tomorrow
Feb 23 - Feb 24
Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9

Top Chicago 5 Stars Hotels

Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"This hotel ruined me for others in the future. Amazing service, beautiful decor. Workout facilities, pool, sauna room amazing. 10 out of 10."
The price is P24,329
P28,560 total
includes taxes & fees
Mar 2 - Mar 3
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1522)
"We loved everything about the hotel except that there was no place to get things like Tylenol or other convenience items requiring us to go out in the cold and try to walk somewhere "
The price is P18,464
P21,675 total
includes taxes & fees
Mar 2 - Mar 3
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (999)
"Had a wonderful time there."
The price is P22,678
P26,622 total
includes taxes & fees
Mar 25 - Mar 26
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Was amazing "
The price is P20,860
P24,488 total
includes taxes & fees
Mar 6 - Mar 7
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"The staff was wonderful. Both me and my fiance enjoyed the room. Four stars for the bath tub. Will definitely be back for a longer stay. 12 out 10."
The price is P27,515
P32,300 total
includes taxes & fees
Mar 2 - Mar 3
The Peninsula Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Would come again"
The price is P21,418
P25,143 total
includes taxes & fees
Feb 23 - Feb 24
Park Hyatt Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (632)
"Great place but no refrigerator in the room"
The price is P20,564
P24,140 total
includes taxes & fees
Feb 23 - Feb 24
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Its exactly what you'd expect. The location is perfect. Shopping is walkable. Restaurants are near. And the Navy Pier is in sight-distance. The staff was friendly and accomodating. And rideshares took less than a minute every time. "
The price is P19,202
P22,542 total
includes taxes & fees
Mar 9 - Mar 10
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (55)
"We had an amazing experience with Oscar, the hotel driver. From the very beginning, he was incredibly attentive, kind, and professional. He made us feel comfortable and safe throughout the entire ride, always willing to assist with our needs and ensuring we received the best service possible. His friendly attitude and excellent service truly made a difference in our stay. We highly recommend him and sincerely appreciate his outstanding hospitality!"
The price is P26,878
P31,552 total
includes taxes & fees
Mar 16 - Mar 17
The St. Regis Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
Pendry Chicago

Pendry Chicago

230 North Michigan Avenue, Chicago, IL
The price is P9,561 per night from 9 Mar to 10 Mar
P9,561
P13,605 total
includes taxes & fees
Mar 9 - Mar 10
9.2/10 Wonderful! (1,000 reviews)
Still don't see what you're looking for?
See all properties in Chicago.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

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 vacation dates, length of stay and other factors. Compare all of the available accommodations 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 P8,052

What makes a hotel 5 stars in Chicago?
Flawless guest service characterizes every 5-star hotel in Chicago. From the minute you arrive, staff are at your beck and call, whether arranging customized 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 center, 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 accommodations with wellness activities.
Are there any 5-star vacation rentals in Chicago?
Our site doesn’t offer any 5-star vacation 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 vacation 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.