Best Hotels in Chicago

We checked thousands of reviews on and to find the best hotels for your stay
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Ella Rogers

Updated: 10 January 2024 · 5 min

Chicago, known for its stunning architecture, vibrant arts scene, and deep-dish pizza, is also home to some of the most unique and captivating accommodations in the United States. The city's hotel scene is as diverse as its neighborhoods, offering everything from luxurious skyscrapers to quirky boutique options. For travelers seeking an extraordinary stay, the coolest hotels in Chicago provide an experience that's as memorable as the city's iconic skyline.

These remarkable hotels are more than just places to rest your head; they are integral parts of the Chicago experience. Each hotel brings its own flair, from historic buildings with roaring 20s glamour to modern retreats that pay homage to Chicago's rich cultural tapestry. For those looking to dive deep into the Windy City's ambiance, selecting one of these coolest hotels can add an unforgettable layer to your journey, turning a simple visit into a full-blown exploration of architectural marvels and design innovation.

Recommendations of these exceptional hotels are curated not just for their aesthetic appeal or luxury offerings, but for their ability to immerse guests in the essence of Chicago. They are strategically located to provide easy access to the city's major attractions while also offering a sanctuary where one can unwind after a day of city exploration. This guide to the coolest hotels in Chicago aims to assist travelers in selecting accommodations that will elevate their stay, ensuring a trip filled with discovery, comfort, and sheer amazement.
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Our Top 9

(Sorted by rating & number of reviews)

1. The Hoxton, Chicago Hotel
2. The Palmer House Hilton
3. The Blackstone, Autograph Collection
4. W Chicago - City Center
5. The Langham Chicago Hotel
6. The Drake Hotel
7. Hotel Felix
8. Chicago Athletic Association, Part Of Hyatt Hotel
9. The Robey, Chicago, A Member Of Design Hotels

Coolest Boutique Hotels in Chicago

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Chicago
Mar 10, 2026 - Mar 11, 2026

The Hoxton, Chicago Hotel

8.4

Good

(269 Reviews)

+ 26 photos
The Hoxton, Chicago, situated in the center of the Fulton Market District, exemplifies the fusion of industrial charm and contemporary style. This hotel pays homage to its meatpacking district roots with exposed brick, mid-century modern furniture, and an open inviting lobby that doubles as a cultural hub. The Hoxton's signature 'house-party' vibe is complemented by 182 cleverly designed rooms that balance comfort and cool, reflecting the lively spirit of the neighborhood. On-site restaurants and bars showcase the best of Chicago's culinary scene, while the rooftop pool and lounge offer a picturesque escape from the bustling streets below. More than just a place to stay, The Hoxton, Chicago, is a community gathering spot, where locals and travelers alike can discover new experiences together. Its dedication to creating a lively, inclusive atmosphere sets The Hoxton apart as one of the coolest hotels in Chicago, embodying the city's innovative and welcoming nature.
Address: 200 N Green Street
Rating: Good 8.4 (269 Reviews)
Rooms: 162
Price: From 192$

The Palmer House Hilton

7.5

Good

(925 Reviews)

+ 216 photos
The Palmer House Hilton is a historic hotel that epitomizes Chicago's indomitable spirit. Opening its doors in 1871, just 13 days before the Great Chicago Fire, the Palmer House has been reborn from the ashes and evolved over generations. Its famed Empire Room has hosted legendary entertainers, while the grand lobby, with its majestic ceiling frescoes, evokes awe and admiration. The hotel's accommodations blend historical elegance with contemporary luxury, creating a sanctuary in the center of downtown. The Palmer House's commitment to preserving its rich history, combined with modern-day innovations, solidifies its status among the coolest hotels in Chicago. This hotel not only provides a luxurious stay but also connects guests to the enduring legacy of resilience and renewal that defines Chicago.
Address: 17 East Monroe Street
Rating: Good 7.5 (925 Reviews)
Rooms: 1641
Price: From 89$

Coolest Historic Hotels in Chicago

Step back in time and immerse yourself in Chicago's rich history by staying at one of its coolest historic hotels. These hotels are timeless landmarks, each with a story that contributes to the tapestry of the city's past and present. They have witnessed the evolution of Chicago, from the roaring twenties to its current status as a global metropolis. These historic hotels offer a unique blend of vintage charm and modern luxury, providing a window into the bygone eras while ensuring a comfortable and upscale experience. Guests can enjoy opulent interiors, classic architecture, and warm hospitality, all while being surrounded by decades or even centuries of history. Let's explore three of the coolest historic hotels in Chicago, where the past and present meet in spectacular fashion.

The Blackstone, Autograph Collection

8.5

Good

(469 Reviews)

+ 229 photos
The Blackstone, Autograph Collection, located on Michigan Avenue, is steeped in history and elegance, offering a window into Chicago's storied past. Presidents and numerous celebrities, making it a significant landmark in Chicago's cultural landscape. The Blackstone's interiors are a testament to its rich history, featuring opulent marble staircases, intricate ceiling work, and an extensive collection of art and artifacts. The guest rooms and suites are designed with a blend of traditional luxury and modern amenities, providing a comfortable yet refined experience. The hotel's commitment to art and history is evident throughout, making it one of the coolest hotels in Chicago for guests who appreciate the beauty and stories of the past. The Blackstone serves as a living museum, celebrating the grandeur and spirit of Chicago through its timeless elegance and enduring legacy.
Address: 636 South Michigan Avenue
Rating: Good 8.5 (469 Reviews)
Rooms: 335
Price: From 159$

W Chicago - City Center

6.9

Good

(138 Reviews)

+ 237 photos
1 Hotel Chicago embodies the philosophy that luxury and sustainability can beautifully coexist. Situated in the center of Chicago, this hotel is a sanctuary inspired by nature, using reclaimed materials and native plants throughout its design. Guests can enjoy farm-to-table dining, organic cotton linens, and a comprehensive recycling and composting program. The hotel also offers eco-friendly transportation options, including bike rentals, to encourage guests to explore the city in a sustainable way. 1 Hotel Chicago's approach goes beyond mere amenities; it fosters a deeper connection to the environment, making it a standout among the coolest hotels in Chicago for those who seek a sustainable and meaningful travel experience.
Address: 172 West Adams Street
Rating: Good 6.9 (138 Reviews)
Rooms: 403
Price: From 142$

Coolest Eco-Friendly Hotels in Chicago

In an era where sustainability is more crucial than ever, Chicago is home to several eco-friendly hotels that are pioneering green initiatives without compromising on luxury or experience. These hotels have integrated sustainability into their operations, from energy efficiency and waste reduction to offering local and organic cuisine. They not only provide a comfortable stay but also ensure that their guests' carbon footprints are minimized, making them some of the coolest hotels in Chicago for environmentally conscious travelers. Here's a closer look at three hotels leading the way in eco-friendly accommodations in the Windy City.

The Langham Chicago Hotel

9.2

Good

(333 Reviews)

+ 157 photos
Housed in the iconic AMA Plaza , designed by the legendary architect Mies van der Rohe, The Langham, Chicago is a modernist masterpiece. This hotel combines Mies van der Rohe's minimalist ethos with the luxurious comforts expected of a five-star hotel. Its floor-to-ceiling windows offer unobstructed views of the Chicago River and skyline, while its interiors feature bespoke furniture that pays homage to the building's architectural significance. The Langham, Chicago not only offers an unparalleled staying experience but also allows guests to inhabit a space that is integral to understanding the city's architectural evolution. It embodies the fusion of form and function, earning its place among the coolest hotels in Chicago for those fascinated by the story of modernism in urban architecture.
Address: 330 North Wabash Avenue
Rating: Good 9.2 (333 Reviews)
Rooms: 316
Price: From 366$

The Drake Hotel

7.9

Good

(574 Reviews)

+ 227 photos
The Drake Hotel is an emblem of elegance and grandeur, standing majestically on Chicago's Magnificent Mile since its opening on New Year's Eve 1920. Its opulent interiors, from the grand ballrooms to the lavish guest rooms, transport guests to a bygone era of luxury. The Drake is a treasure trove of history, having hosted royalty, celebrities, and numerous historical figures throughout its storied past. Its famed afternoon tea in the Palm Court offers a quintessentially Chicago experience, complete with live harp music and an exquisite selection of teas and pastries. The hotel's commitment to preserving its historic legacy, while providing modern comforts, makes The Drake a captivating choice among the coolest hotels in Chicago. It stands as a guardian of the city's rich heritage, offering a glimpse into the glamorous lifestyles of the early twentieth century.
Address: 140 East Walton Place
Rating: Good 7.9 (574 Reviews)
Rooms: 535
Price: From 133$

Hotel Felix

7.6

Good

(3628 Reviews)

+ 193 photos
Hotel Felix takes pride in its title as Chicago's first hotel with a Silver LEED certification. This eco-friendly gem combines luxury and sustainability, with organic materials and natural elements gracing its interiors. The hotel's commitment to the environment is seen in its solar panels, low-flow water fixtures, and recycling programs. The artwork throughout the hotel emphasizes nature and Chicago's landscapes, further embedding the green theme in the guest experience. Hotel Felix is a haven for travelers seeking an eco-conscious stay without forsaking the pleasures of modern luxuries. Its innovative approach to hospitality proves that comfort and environmental responsibility can go hand in hand, setting a standard for the coolest hotels in Chicago that prioritize the planet.
Address: 111 West Huron Street
Rating: Good 7.6 (3628 Reviews)
Rooms: 216
Price: From 79$

Chicago Athletic Association, Part Of Hyatt Hotel

8.5

Good

(305 Reviews)

+ 243 photos
This Gothic Revival masterpiece, once a private men's club, has been transformed into the Chicago Athletic Association Hotel, blending rich history with modern hospitality. Its Venetian Gothic exterior is matched by an interior that preserves the building's original woodwork, stained glass, and athletic trophies, creating a unique historic atmosphere. The hotel's innovative reuse of space, including a former boxing ring turned ballroom, showcases a creative melding of history and modernity. The Chicago Athletic Association Hotel offers a stay that is as much an architectural pilgrimage as it is a luxurious retreat, positioned right on Michigan Avenue, providing guests immediate access to both the cultural and architectural wonders of Chicago.
Address: 12 South Michigan Avenue
Rating: Good 8.5 (305 Reviews)
Rooms: 241
Price: From 232$

The Robey, Chicago, A Member Of Design Hotels

8.7

Good

(362 Reviews)

+ 100 photos
Nestled in the historic Northwest Tower, The Robey captures the spirit of Chicago through its Art Deco architecture and modernist interior. This iconic hotel stands as a beacon in the Wicker Park and Bucktown neighborhoods, offering guests sweeping views of the city skyline. Each of its 89 rooms is a blend of vintage charm and contemporary luxury, with custom-designed furniture and the latest technology. The rooftop terrace, complete with a cocktail bar and panoramic views, is a must-visit for an unforgettable night under the stars. The Robey's commitment to a personalized guest experience, from its curated art collections to boutique concierge services, makes it a standout among the coolest hotels in Chicago. Its facade, a testament to the city's architectural evolution, invites guests to explore the rich cultural tapestry that Chicago offers.
Address: 2018 W North Avenue
Rating: Good 8.7 (362 Reviews)
Rooms: 89
Price: From 144$