Find and compare 5 Star hotels in Magnificent Mile

Name: The St. Regis Chicago
Price range: CA $629
Rating: 9

Wander Wisely with exceptional service, 24/7 support

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Featured Magnificent Mile 5 Star hotels

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

Fully refundableReserve now, pay when you stay

CA $592

CA $695 total

Dec 14 - Dec 15

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

9.4/10 Exceptional! (1,000 reviews)

We will be back!! Loved all the staff. Especially the young man who checked us in and our housekeeper/house service was SO sweet and polite and good at her job. Honestly maybe the best we’ve had and we travel quite a bit. Thank you! See you in 2026

Reviewed on Nov 20, 2025

The Langham, Chicago

330 North Wabash Avenue Chicago IL

Fully refundableReserve now, pay when you stay

CA $644

CA $756 total

Dec 21 - Dec 22

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

9.6/10 Exceptional! (1,006 reviews)

Spa ,pool are awesome

Reviewed on Nov 16, 2025

The Peninsula Chicago

108 East Superior Street Chicago IL

Fully refundableReserve now, pay when you stay

CA $732

CA $860 total

Dec 24 - Dec 25

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...

9.6/10 Exceptional! (1,007 reviews)

We love staying at the Peninsula in Chicago. The hotel is clean, the staff is exceptional and the food is delicious. They pay attention to every detail and ensure that you are enjoying your stay. We will definitely keep returning to this hotel when we’re in Chicago!

Reviewed on Nov 19, 2025

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

Fully refundableReserve now, pay when you stay

CA $518

CA $608 total

Dec 7 - Dec 8

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

9.4/10 Exceptional! (1,774 reviews)

Room service is great

Reviewed on Nov 22, 2025

Waldorf Astoria Chicago

11 E. Walton Street Chicago IL

Fully refundableReserve now, pay when you stay

CA $572

CA $672 total

Dec 14 - Dec 15

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

9.2/10 Wonderful! (1,001 reviews)

Beautiful place and service

Reviewed on Oct 29, 2025

Park Hyatt Chicago

800 N Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

CA $635

CA $745 total

Dec 8 - Dec 9

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

9.4/10 Exceptional! (999 reviews)

Room was beautiful, large, clean, well equipped. Staff was super friendly and helpful. I wish I could have stayed longer to enjoy the spa and restaurants. Would stay again.

Reviewed on Nov 18, 2025

The Ritz-Carlton, Chicago

160 E Pearson Street Chicago IL

Fully refundableReserve now, pay when you stay

CA $545

CA $640 total

Dec 24 - Dec 25

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...

9/10 Wonderful! (1,000 reviews)

Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand.

Reviewed on Nov 14, 2025

The St. Regis Chicago

401 East Upper Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

CA $629

CA $738 total

Dec 17 - Dec 18

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

9/10 Wonderful! (79 reviews)

Room was wonderful

Reviewed on Nov 6, 2025

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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.