Explore top 2026 5 Star Hotels in Uptown
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Top Uptown 5 Star hotels
The Langham, Chicago
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$435 nightly
The price is $511 total per night from Apr 5 to Apr 6
$511 total
Apr 5 - Apr 6
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.8/10 Exceptional! (1,007 reviews)
Room view was awful. Room was average
Reviewed on Mar 11, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$525 nightly
The price is $616 total per night from Mar 15 to Mar 16
$616 total
Mar 15 - Mar 16
Total with taxes and fees
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. ...
9.8/10 Exceptional! (1,010 reviews)
This is an amazing hotel. From the facilities to the staff, the food and atmosphere and the intricacies of the room itself it’s an amazing property. In the heart of what used to be “The magnificent mile” it’s unimposing from the exterior but once you step inside the place is special. If you can afford ...
Reviewed on Mar 10, 2026
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
Fully refundableReserve now, pay when you stay
$395 nightly
The price is $464 total per night from Apr 1 to Apr 2
$464 total
Apr 1 - Apr 2
Total with taxes and fees
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 ...
9.4/10 Exceptional! (1,000 reviews)
Staff is incredible. Bartenders in lobby bar are phenomenal!!
Reviewed on Mar 9, 2026
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$371 nightly
The price is $436 total per night from Mar 18 to Mar 19
$436 total
Mar 18 - Mar 19
Total with taxes and fees
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 ...
9.4/10 Exceptional! (1,845 reviews)
The only place we will stay when visiting Chicago. Perfectly clean and spacious suite room with excellent amenities. Food portions are generous and well served. Jacqueline checked us in for this stay and our last one and she is the best front desk staff you’ll ever find! The security staff wearing ...
Reviewed on Mar 12, 2026
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$412 nightly
The price is $484 total per night from Mar 29 to Mar 30
$484 total
Mar 29 - Mar 30
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.6/10 Exceptional! (1,000 reviews)
The room was a little dated. I was surprised that you didn’t have CNBC as a TV choice, I thought the gym was dated and the WiFi was inadequate
Reviewed on Feb 28, 2026
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$410 nightly
The price is $481 total per night from Mar 22 to Mar 23
$481 total
Mar 22 - Mar 23
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...
9.4/10 Exceptional! (1,000 reviews)
The Waldorf Astoria Chicago is a beautiful hotel and the room itself was excellent. We booked one of the highest-tier rooms for a two-night stay totaling just over $3,500, and the accommodations were spacious, luxurious, and very well maintained. The hotel staff we interacted with were also consistently ...
Reviewed on Mar 7, 2026
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
$375 nightly
The price is $440 total per night from Mar 22 to Mar 23
$440 total
Mar 22 - Mar 23
Total with taxes and fees
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 ...
9.4/10 Exceptional! (799 reviews)
Close to metro and downtown, good restaurants near by
Reviewed on Mar 10, 2026
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$396 nightly
The price is $465 total per night from Mar 22 to Mar 23
$465 total
Mar 22 - Mar 23
Total with taxes and fees
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 business center, ...
9.2/10 Wonderful! (1,002 reviews)
Bar
Reviewed on Mar 11, 2026
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$446 nightly
The price is $524 total per night from Mar 29 to Mar 30
$524 total
Mar 29 - Mar 30
Total with taxes and fees
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 ...
9.2/10 Wonderful! (101 reviews)
Spent our first night ever at the St. Regis! We are hooked! Absolutely perfect location, breathtaking views, incredibly elegant building and decor. The staff is top notch, always friendly , knowledgeable and helpful. Not to mention the two restaurants there are Amazing! MIRU and Tre Dita. The river ...
Reviewed on Mar 9, 2026
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.
Recent Uptown hotel reviews by fellow wanderers
Hotel Riu Plaza Chicago
1 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Loud. Unexpected fees. Staff constantly watching you for what. "
A verified traveler stayed at Hotel Riu Plaza Chicago
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