Best Luxury Accommodations in Vibrant Chicago

We checked thousands of reviews on and to find the best hotels for your stay
Go to Hotel List View map

Callum Gordon

Updated: 27 December 2023 · 4 min

Chicago, the vibrant metropolis located on the shores of Lake Michigan, is a city that effortlessly blends urban sophistication with Midwestern charm. As you immerse yourself in the bustling streets and iconic landmarks of the Windy City, the allure of luxury hotels in Chicago beckons discerning travelers seeking unparalleled elegance and refined comfort. From the historic grandeur of landmark properties to sleek and modern boutique hotels, Chicago boasts a diverse array of luxurious accommodations that cater to every taste and preference.

Indulge in the epitome of luxury at the esteemed five-star hotels that line the Magnificent Mile, offering opulent suites, world-class amenities, and impeccable service that epitomize the pinnacle of hospitality. Immerse yourself in the rich cultural tapestry of Chicago from the doorstep of your luxury hotel, with renowned attractions such as Millennium Park, Art Institute of Chicago, and Navy Pier just a stone's throw away. Whether you seek panoramic views of the city skyline or exclusive access to the most coveted dining experiences, luxury hotels in Chicago set the stage for an unforgettable stay.

From the moment you step into the elegant lobby of a luxury hotel in Chicago, you are enveloped in an ambiance of sophistication and refinement, where every detail is meticulously curated to exceed your expectations. Embrace the allure of unparalleled comfort and personalized service as you unwind in spacious suites adorned with plush furnishings and state-of-the-art technology, ensuring a restful retreat amidst the dynamic energy of the city. Whether you are visiting Chicago for business or leisure, the luxury hotels in the city stand as a beacon of extravagance and style, promising an extraordinary experience that elevates your stay to a new level of luxury.
Show more + Show less -

Our Top 7

(Sorted by rating & number of reviews)

1. The Langham Chicago
2. The Palmer House Hilton
3. The Publishing House Bed And Breakfast
4. Viceroy Chicago
5. The Gwen, A Luxury Collection Hotel, Michigan Avenue Chicago
6. The Robey, Chicago, A Member Of Design Hotels
7. The Drake Hotel

Boutique Luxury Hotels in Chicago

Check Availability

Chicago
May 24, 2026 - May 25, 2026

The Langham Chicago

9.4

Good

(334 Reviews)

+ 91 photos
Standing proudly along the Chicago River, The Langham exudes modern elegance and luxurious tranquility, featuring spacious rooms and suites adorned with chic furnishings and stylish accents. Indulge in the hotel's world-class spa, renowned dining venues, and panoramic views of the city skyline that create a captivating backdrop for your stay. Experience unparalleled luxury and personalized service at The Langham, where every detail is tailored to ensure a memorable and refined experience.
Address: 330 North Wabash Avenue
Rating: Good 9.4 (334 Reviews)
Rooms: 316
Price: From 661$

The Palmer House Hilton

8.2

Good

(903 Reviews)

+ 91 photos
As one of Chicago's most legendary hotels, The Palmer House combines old-world charm with modern amenities to create a truly luxurious experience. Admire the stunning architecture and intricate details of this historic hotel, which has been a favorite among notable guests for over a century. Indulge in the lavish spa services, exquisite dining options, and elegant accommodations that make The Palmer House a timeless masterpiece of luxury in Chicago.
Address: 17 East Monroe Street
Rating: Good 8.2 (903 Reviews)
Rooms: 1637
Price: From 362$

Historic Luxury Hotels in Chicago

Step back in time and immerse yourself in the grandeur of Chicago's historic luxury hotels, where timeless elegance and opulent charm greet you at every turn. These iconic landmarks have welcomed celebrities, dignitaries, and discerning travelers, offering a glimpse into the city's rich history and luxurious hospitality. Explore the unique heritage and refined ambiance of these distinguished hotels that continue to define luxury in Chicago.

The Publishing House Bed And Breakfast

9.4

Good

(39 Reviews)

+ 91 photos
A fusion of history and luxury, The Publishing House Bed and Breakfast captures the essence of Chicago's charm in a historic building. Indulge in individually designed suites that blend modern comforts with vintage allure, creating a cozy and intimate retreat. Impeccable service and a gourmet breakfast experience elevate your stay, making it a truly upscale and memorable Chicago getaway.
Address: 108 N May Street
Rating: Good 9.4 (39 Reviews)
Rooms: 11
Price: From 260$

Viceroy Chicago

8.9

Good

(1011 Reviews)

+ 91 photos
Located in the trendy Gold Coast neighborhood, Viceroy Chicago blends contemporary design with luxury amenities to offer a sophisticated urban retreat. The hotel's sleek and modern rooms feature panoramic views of the city, while the rooftop pool and lounge provide a chic setting to unwind and take in the vibrant atmosphere of Chicago. From its upscale dining options to its unparalleled hospitality, Viceroy Chicago sets the standard for contemporary luxury in the Windy City.
Address: 1118 North State Street
Rating: Good 8.9 (1011 Reviews)
Rooms: 179
Price: From 215$

Contemporary Luxury Hotels in Chicago

Discover the cutting-edge design and modern sophistication of Chicago's contemporary luxury hotels, where sleek aesthetics meet unparalleled comfort for a truly immersive experience. These avant-garde properties redefine luxury for the modern traveler, offering state-of-the-art amenities and innovative features that cater to the discerning tastes of cosmopolitan explorers. Immerse yourself in the dynamic energy and urban chic of Chicago's contemporary luxury scene with this curated selection of hotels.

The Gwen, A Luxury Collection Hotel, Michigan Avenue Chicago

8.7

Good

(84 Reviews)

+ 91 photos
Nestled along the Magnificent Mile, The Gwen combines historic architecture with modern sophistication to offer a unique luxury experience. Each room is meticulously designed with contemporary furnishings and cutting-edge amenities, ensuring a comfortable and stylish stay. The hotel's rooftop terrace, boasting stunning views of the city skyline, is the perfect spot to unwind and savor the essence of Chicago luxury.
Address: 521 North Rush Street
Rating: Good 8.7 (84 Reviews)
Rooms: 10
Price: From 131$

The Robey, Chicago, A Member Of Design Hotels

8.8

Good

(249 Reviews)

+ 91 photos
Situated in the vibrant Wicker Park neighborhood, The Robey stands out as a beacon of contemporary luxury with a touch of industrial chic. The hotel's stylish rooms feature bespoke furnishings and avant-garde design elements, offering a trendy and sophisticated ambiance. Enjoy unparalleled views of the city from the rooftop lounge, where you can savor cocktails amidst the urban skyline.
Address: 2018 W North Avenue
Rating: Good 8.8 (249 Reviews)
Rooms: 90
Price: From 144$

The Drake Hotel

8.5

Good

(629 Reviews)

+ 91 photos
Perched along the shores of Lake Michigan, The Drake epitomizes classic Chicago luxury with its rich history and iconic status. Immerse yourself in luxury and sophistication within the hotel's meticulously decorated rooms and suites, offering unparalleled views of the lake and city. From its renowned afternoon tea service to the opulent Palm Court, The Drake exudes timeless elegance and charm that captivates every guest.
Address: 140 East Walton Place
Rating: Good 8.5 (629 Reviews)
Rooms: 534
Price: From 248$