Find and compare 5 Star hotels in Old Town Chicago

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Featured Old Town Chicago 5 Star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
120 East Delaware Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $380 per night
$380
per night
Apr 23 - Apr 24
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
Pet friendly
Breakfast available
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $390 per night
$390
per night
Apr 18 - Apr 19
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Pet friendly
Breakfast available
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $432 per night
$432
per night
Apr 21 - Apr 22
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the gym and perks like a free area shuttle.
Hot Tub
Pet friendly
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $425 per night
$425
per night
Apr 28 - Apr 29
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.
Hot Tub
Pet friendly
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $475 per night
$475
per night
Apr 18 - Apr 19
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the gym and perks like free WiFi.
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
155 N. Peoria Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $386 per night
$386
per night
Apr 19 - Apr 20
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pet friendly
Breakfast available
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
160 E Pearson Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $348 per night
$348
per night
Apr 21 - Apr 22
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
800 N Michigan Ave, Chicago, IL
Free Cancellation
The price is $415 per night
$415
per night
Apr 18 - Apr 19
A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Hot Tub
Pet friendly
The St. Regis Chicago

The St. Regis Chicago

5 out of 5
401 East Upper Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $575 per night
$575
per night
May 12 - May 13
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and coffee shop.
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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.

Old Town Chicago hotels essential information

Accommodation
4,070 hotels
Lowest Price
$348
Highest Price
$575
Popular hotels
Four Seasons Hotel Chicago, Trump International Hotel & Tower Chicago, Waldorf Astoria Chicago, The Langham, Chicago, The Peninsula Chicago, Nobu Hotel Chicago, The Ritz-Carlton, Chicago, Park Hyatt Chicago, The St. Regis Chicago

Recent Old Town Chicago hotel reviews by fellow wanderers

Eurostars Magnificent Mile

Eurostars Magnificent Mile

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The city view was so beautiful. The room was clean. And staff was pleasant. The restaurant right when you walk in was amazing, fast service. "
A verified traveler stayed at Eurostars Magnificent Mile
Eurostars Magnificent Mile

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