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
    today icon
    Change your mind
    Book hotels with free cancellation

Top Chicago 5 Stars Hotels

Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1433)
"I had to pay fomy upgrade "
The price is P23,156
P27,182 total
includes taxes & fees
Nov 27 - Nov 28
Trump International Hotel & Tower Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"Nice property, excellent housekeeping staff. Nice amenities and a nice pool. "
The price is P30,936
P36,315 total
includes taxes & fees
Nov 24 - Nov 25
The Peninsula Chicago
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is P26,914
P31,594 total
includes taxes & fees
Dec 22 - Dec 23
The Langham, Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"The room had a balcony, fireplace, and the bathroom had a beautiful luxurious bathtub. Room service was very kind!! Front desk check-in was effortless, and the agent was kind.."
The price is P22,053
P25,888 total
includes taxes & fees
Dec 16 - Dec 17
Waldorf Astoria Chicago
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (573)
"Nice "
The price is P18,472
P21,684 total
includes taxes & fees
Dec 15 - Dec 16
Nobu Hotel Chicago
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"Needs an update "
The price is P24,111
P28,304 total
includes taxes & fees
Dec 15 - Dec 16
Four Seasons Hotel Chicago
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1001)
"Great Breakfast and amazing room with a view of the lake."
The price is P24,267
P28,487 total
includes taxes & fees
Dec 22 - Dec 23
Park Hyatt Chicago
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1001)
"A beautiful hotel with lovely amenities!! 10/10 "
The price is P22,706
P26,654 total
includes taxes & fees
Dec 15 - Dec 16
The Ritz-Carlton, Chicago
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (46)
"Great hotel and nice rooms. Just not sure it’s worth the price "
The price is P27,816
P32,653 total
includes taxes & fees
Dec 16 - Dec 17
The St. Regis Chicago
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
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.
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 P4,101

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.