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Find 5 Star Hotels in Old Town Chicago, IL from $102

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Compare Old Town Chicago 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
United States
David
$440 nightly
The price is $517
Dec 7 - Dec 8
Total with taxes and fees
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Spa ,pool are awesome "
United States
jared
$457 nightly
The price is $536
Dec 11 - Dec 12
Total with taxes and fees
The Langham, Chicago
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1004)
"Great rooms, location and top flight service"
United States
Andrew
$525 nightly
The price is $616
Dec 7 - Dec 8
Total with taxes and fees
The Peninsula Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1771)
"Excellent place to stay in Chicago. "
United States
Tom
$394 nightly
The price is $462
Dec 7 - Dec 8
Total with taxes and fees
Trump International Hotel & Tower Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1001)
"Simply love this hotel"
United States
laura
$431 nightly
The price is $505
Dec 18 - Dec 19
Total with taxes and fees
Waldorf Astoria Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop beds
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1000)
"beautiful room and hotel great bar!"
United States
ravi
$465 nightly
The price is $546
Dec 7 - Dec 8
Total with taxes and fees
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (749)
"Great location, amenities and staff. "
United States
Nicholas
$327 nightly
The price is $384
Nov 23 - Nov 24
Total with taxes and fees
Nobu Hotel Chicago
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
$402 nightly
The price is $472
Dec 18 - Dec 19
Total with taxes and fees
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (79)
"Nice place "
United States
John
$446 nightly
The price is $524
Dec 14 - Dec 15
Total with taxes and fees
The St. Regis Chicago
Interior
Art Villa

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
$645 nightly
The price is $802
Nov 20 - Nov 21
Total with taxes and fees
Art Villa
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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 Old Town Chicago.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL
$87 nightly
The price is $102 total per night from Dec 8 to Dec 9
$102 total
Dec 8 - Dec 9
Total with taxes and fees
8.4/10 Very Good! (5,268 reviews)
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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.

Top Old Town Chicago Hotel Reviews

Find out more about Old Town Chicago

Why not request complete opulence on your trip to Old Town Chicago? 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 Old Town Chicago so popular in the last year. There's no reason to delay a getaway to Old Town Chicago any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Reserve one of our 5-star hotels in Old Town Chicago and indulge in the finer things in life for a while. Don't wait any longer!

Book the Best Old Town Chicago 5-Star Hotels

You'll have a wonderful time at one of these 5-star hotels. Highly-rated eateries, concierges, and pillow-fluffing are all at the ready. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. What creature comforts do you want in your lodging? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A mud wrap treatment that will leave you feeling like a million bucks? Butler services? No matter what you want on a perfect getaway, you're bound to find it here.

But you aren't going to spend your entire vacation in your room, of course. You're in luck. 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 Old Town Chicago are waiting for you to rest up after an exciting day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs.

Your Getaway Starts Today

The results are in, and Old Town Chicago 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. It's time to plan your next great escape -- Expedia can help you land a great deal on accommodation. Select one of Expedia's Old Town Chicago 5-star hotels today and decompress in the lap of luxury when you're ready.

Frequently asked questions

What are the best 5-star hotels in Old Town Chicago?
According to reviews by our customers, Waldorf Astoria Chicago is one of the leading retreats for an indulgent stay in the North Side neighborhood of Old Town Chicago. Looking for more 5-star hotels around the area? Four Seasons Hotel Chicago and Park Hyatt Chicago will meet your high-end needs.
How much does it cost to stay in a 5-star hotel in Old Town Chicago?
You can find various pricing options for 5-star hotels in Old Town Chicago on Expedia. How much you'll pay will depend on when you travel, length of stay and other factors. Compare all of the available accommodations for your preferred dates and use our pricing and other filters to score the perfect high-end stay.

  • Search for the lowest price per night from $102

What makes a hotel 5 stars in Old Town Chicago?
In Old Town Chicago, a hotel must offer a certain number of top-notch amenities to be rated 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You can expect things like concierge services, in-room massages and nightly turn-down services. Some may also offer extra touches such as welcome gifts.

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