Premier Historic Hotels in Chicago

We checked thousands of reviews on and to find the best hotels for your stay
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Callum Gordon

Updated: 19 February 2024 · 3 min

As you delve into the city's iconic skyline, a journey back in time awaits you at the doorstep of its historic hotels. From the grandeur of The Palmer House to the timeless elegance of The Drake, each establishment tells a story of Chicago's past while offering a luxurious retreat for present-day travelers.

Immerse yourself in the opulence of a bygone era as you step foot into the lobby of these historic hotels, where every detail exudes old-world charm and sophistication. Stroll through the corridors adorned with vintage photos and ornate decor, a living testament to the city's illustrious past. Whether you choose to unwind in a meticulously restored suite or savor a culinary delight at the hotel's renowned restaurant, your stay promises an experience unlike any other.

Beyond the walls of these historic establishments lie the bustling streets of Chicago, inviting you to explore its diverse neighborhoods and cultural landmarks. From the magnificent architecture of the Loop to the serene beauty of Millennium Park, the city beckons you to uncover its hidden gems and vibrant personality. As you navigate through the heart of Chicago, let the enchanting allure of its historic hotels serve as your gateway to a timeless journey through this captivating destination.
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Our Top 5

(Sorted by rating & number of reviews)

1. Warwick Allerton Chicago
2. Hilton Chicago Hotel
3. The Drake Hotel
4. Intercontinental Chicago Magnificent Mile, An Ihg Hotel
5. The Blackstone, Autograph Collection

Timeless Elegance of The Palmer House

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Chicago
Dec 06, 2025 - Dec 07, 2025

Warwick Allerton Chicago

7.4

Good

(6119 Reviews)

+ 214 photos
The Warwick Allerton Chicago epitomizes the essence of historic hotels in Chicago with its timeless elegance, artistic flair, and personalized service. Step into the hotel's lobby, adorned with Art Deco accents and stylish furnishings that harken back to a bygone era of glamour. Relax in the comfort of your well-appointed room, featuring modern amenities and stylish decor that exude both charm and sophistication.
Address: 701 N Michigan Ave
Rating: Good 7.4 (6119 Reviews)
Rooms: 443
Price: From 92$

Hilton Chicago Hotel

7.9

Good

(855 Reviews)

+ 347 photos
The Hilton Chicago is a symbol of Chicago's rich heritage, with its grand architecture, upscale amenities, and personalized service. Step into the expansive lobby adorned with chandeliers and marble accents, setting the stage for a memorable stay. Indulge in a variety of dining options, from fine-dining experiences to casual fare, and experience the allure of this historic hotel that continues to enchant guests with its classic charm.
Address: 720 South Michigan Avenue
Rating: Good 7.9 (855 Reviews)
Rooms: 1544
Price: From 171$

Iconic Legacy of The Drake Hotel

Nestled along the Magnificent Mile, The Drake Hotel is a timeless Chicago institution that has been captivating guests since 1920. This historic hotel exudes old-world glamour and sophistication, offering a glimpse into the city's storied past. From its signature afternoon tea service to its breathtaking views of Lake Michigan, The Drake Hotel embodies the epitome of luxury and style.

The Drake Hotel

7.9

Good

(574 Reviews)

+ 227 photos
At The Drake Hotel, you'll discover a seamless fusion of historic charm and modern amenities, creating an unforgettable stay in the heart of Chicago. The elegant guest rooms and suites feature intricate detailing, plush furnishings, and picturesque views of the city skyline. Indulge in a luxurious spa treatment, savor delectable cuisine at the hotel's award-winning restaurants, and immerse yourself in the timeless allure of this legendary establishment.
Address: 140 East Walton Place
Rating: Good 7.9 (574 Reviews)
Rooms: 535
Price: From 133$

Intercontinental Chicago Magnificent Mile, An Ihg Hotel

8.0

Good

(542 Reviews)

+ 344 photos
The InterContinental Chicago Magnificent Mile combines luxury and history in a seamless fashion, providing guests with a sophisticated retreat in the very heart of the city. Explore the hotel's historic features, including the stunning Grand Ballroom and intricate details that pay homage to its storied past. Indulge in world-class amenities, exquisite dining options, and impeccable service that showcase the hotel's commitment to delivering a memorable stay for every visitor.
Address: 505 North Michigan Avenue
Rating: Good 8.0 (542 Reviews)
Rooms: 792
Price: From 109$

Tranquility at The Blackstone, Autograph Collection

Experience a serene retreat at The Blackstone, Autograph Collection, a historic gem nestled in downtown Chicago. Dating back to 1910, this architectural marvel is renowned for its exceptional service, artistic ambiance, and rich cultural heritage. From its ornate lobby to its beautifully appointed rooms, The Blackstone offers a blend of historic charm and contemporary sophistication.

The Blackstone, Autograph Collection

8.5

Good

(469 Reviews)

+ 229 photos
The Blackstone, Autograph Collection captures the essence of Chicago's historic hotels with its elegant design, artistic accents, and unparalleled service. The hotel's unique art collection, showcasing pieces by renowned artists, adds a touch of cultural sophistication to your stay. Indulge in a culinary journey at Mercat a la Planxa, the hotel's Michelin-starred restaurant, and unwind in the luxurious accommodations that pay homage to the hotel's illustrious past.
Address: 636 South Michigan Avenue
Rating: Good 8.5 (469 Reviews)
Rooms: 335
Price: From 159$

Classic Luxury at The Hilton Chicago

Discover the epitome of classic luxury at The Hilton Chicago, a historic hotel that has been a cornerstone of the city's hospitality scene since 1927. Boasting a prime location overlooking Grant Park and Lake Michigan, this iconic hotel offers a blend of timeless elegance and modern convenience. From its grand ballrooms to its meticulously restored guest rooms, The Hilton Chicago exudes a sense of grandeur and sophistication.

Regal Splendor at The Congress Plaza Hotel

Experience regal splendor at The Congress Plaza Hotel, a historic landmark that has graced Chicago's South Loop since 1893. With its ornate facade, elegant interiors, and rich history, this iconic hotel offers a glimpse into the city's past while providing modern comforts and amenities. From its grand ballrooms to its spacious suites, The Congress Plaza Hotel exudes timeless charm and sophistication.

Artistic Elegance at The Warwick Allerton Chicago

Discover artistic elegance at The Warwick Allerton Chicago, a historic hotel situated in the very heart of the Magnificent Mile. Dating back to 1924, this iconic establishment boasts a blend of vintage charm and contemporary sophistication, making it a favorite among discerning travelers. From its stunning Art Deco architecture to its luxurious accommodations, The Warwick Allerton Chicago offers a unique glimpse into the city's artistic heritage.

Luxury and History at The InterContinental Chicago Magnificent Mile

Immerse yourself in luxury and history at The InterContinental Chicago Magnificent Mile, a historic hotel that dates back to 1929. Located in a prime location along Michigan Avenue, this iconic establishment blends timeless elegance with modern convenience, offering guests a truly unforgettable experience. From its impressive Beaux-Arts architecture to its refined accommodations, The InterContinental Chicago Magnificent Mile embodies the essence of Chicago's rich heritage.