Top-Rated Hotels in Chicago

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

Oskar Bailey

Updated: 16 September 2024 · 3 min

Chicago, often referred to as the Windy City, offers visitors a mesmerizing mix of modern charm and historical elegance. As a city renowned for its vibrant arts scene, incredible architecture, and delectable culinary delights, selecting the perfect place to stay becomes an integral part of the experience. With recommendations on TripAdvisor Chicago hotels, travelers can find accommodations that align perfectly with their itinerary, ensuring a comfortable and memorable visit.

Navigating through the myriad of lodging options in Chicago can seem daunting at first. However, TripAdvisor simplifies this process by presenting a curated list of hotels, complete with user reviews, ratings, and photos. This invaluable resource allows prospective visitors to make informed decisions based on the experiences of others, tailoring their stay to match their expectations and preferences.

Leveraging TripAdvisor's insights, travelers can explore accommodations ranging from luxurious downtown hotels offering stunning city views to charming boutique options nestled in historic neighborhoods. Each hotel listing on TripAdvisor comes with a detailed overview of the amenities offered, helping guests to select a place that not only meets their comfort needs but also enhances their overall Chicago experience. These insights and recommendations offered on TripAdvisor ensure that each traveler's stay in Chicago is not just a visit, but a journey woven with unforgettable moments.
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Our Top 6

(Sorted by rating & number of reviews)

1. The Palmer House Hilton Hotel
2. The Peninsula Chicago Hotel
3. The Langham Chicago Hotel
4. Four Seasons Chicago Hotel
5. The Drake Hotel
6. The Blackstone, Autograph Collection Hotel

TripAdvisor Chicago Hotels for Luxury Seekers

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Chicago
Mar 23, 2026 - Mar 24, 2026

The Palmer House Hilton Hotel

7.5

Good

(969 Reviews)

+ 216 photos
Boasting a history as rich and inviting as its interiors, the Palmer House, a Hilton Hotel, is a favorite among TripAdvisor users looking for a historic stay in Chicago. Known as the longest continually operating hotel in the United States, its famed Empire Room has hosted legendary entertainers over the decades. The hotel’s grand lobby, with its frescoed ceilings and majestic sculptures, transports guests to a bygone era of opulence. Rooms at the Palmer House blend historic charm with modern amenities, creating a comfortable retreat in the lively heart of the city. Reviewers on TripAdvisor often cite the hotel’s history tour, led by the resident historian, as a highlight of their stay, offering fascinating insights into Chicago’s past.
Address: 17 East Monroe Street
Rating: Good 7.5 (969 Reviews)
Rooms: 1641
Price: From 89$

The Peninsula Chicago Hotel

9.4

Good

(241 Reviews)

+ 269 photos
Situated in the very heart of Magnificent Mile, The Peninsula Chicago is celebrated on TripAdvisor for its refined luxury and unparalleled service. This hotel dazzles with its grandeur, from the exquisite lobby to the opulent guest rooms equipped with state-of-the-art technology for personalized comfort. TripAdvisor reviewers frequently highlight the hotel's rooftop terrace, offering stunning city views and a serene ambiance. Culinary delights await at its award-winning restaurants, where guests can enjoy a range of international cuisines. The Peninsula Chicago elevates the luxury hotel experience with its exceptional spa, indoor pool, and sun terrace, making it a sanctuary for relaxation and indulgence.
Address: 108 East Superior Street
Rating: Good 9.4 (241 Reviews)
Rooms: 257
Price: From 428$

TripAdvisor Chicago Hotels with Historic Charm

Chicago's architectural grandeur and historical significance shine through in its array of historic hotels. This section features three hotels recognized on TripAdvisor for their historical significance, each offering guests a unique gateway into Chicago’s rich history.

The Langham Chicago Hotel

9.3

Good

(343 Reviews)

+ 157 photos
Nestled by the iconic Chicago River, The Langham, Chicago strikes a chord with luxury seekers on TripAdvisor for its blend of timeless elegance and modern sophistication. This hotel boasts spacious, design-forward rooms with floor-to-ceiling windows offering breathtaking views of the cityscape. Guests rave about the Chuan Spa, an oasis of wellness rooted in Traditional Chinese Medicine, and the private Club Lounge that offers a serene escape with complimentary food and beverage presentations throughout the day. The Langham’s commitment to excellence is evident in its attentive service, making each guest feel uniquely valued. Its central location puts travelers within walking distance of Millennium Park, The Art Institute of Chicago, and other landmark attractions, affirmed by TripAdvisor reviewers as an unbeatable advantage.
Address: 330 North Wabash Avenue
Rating: Good 9.3 (343 Reviews)
Rooms: 316
Price: From 366$

Four Seasons Chicago Hotel

9.0

Good

(171 Reviews)

+ 225 photos
Overlooking Lake Michigan and the Chicago skyline, the Four Seasons Hotel Chicago offers an elevated stay that TripAdvisor reviewers consistently laud for its luxurious accommodations and stellar service. This hotel is a testament to elegance, with its sumptuously decorated rooms, indoor pool under a domed glass ceiling, and a world-class spa. Guests can indulge in the hotel’s fine dining options or enjoy the convenience of being steps away from Chicago’s famed shopping and entertainment district. Reviewers on TripAdvisor frequently mention the personalized service from the attentive staff, ensuring a memorable and bespoke experience for every visitor. The Four Seasons Hotel Chicago stands as a beacon of luxury, setting a gold standard for accommodations in the city.
Address: 120 East Delaware Place
Rating: Good 9.0 (171 Reviews)
Rooms: 345
Price: From 730$

The Drake Hotel

8.0

Good

(587 Reviews)

+ 227 photos
The Drake, a Hilton Hotel, holds a venerable spot in Chicago’s history, welcoming guests since its opening in 1920. TripAdvisor reviewers are enchanted by its beautifully preserved interiors, which echo the glamour of the early 20th century. Each room and suite at The Drake radiates old-world elegance, coupled with views that overlook the magnificent Lake Michigan or the city skyline. Guests are invited to dine at the hotel’s famous restaurant, where they can savor traditional Afternoon Tea—a ritual since the hotel’s inception. TripAdvisor contributors also acclaim the prime location on the Magnificent Mile, making The Drake an ideal base for exploring Chicago's historical landmarks and luxury shopping.
Address: 140 East Walton Place
Rating: Good 8.0 (587 Reviews)
Rooms: 535
Price: From 149$

The Blackstone, Autograph Collection Hotel

8.5

Good

(425 Reviews)

+ 229 photos
The Blackstone, Autograph Collection, stands as a testament to Chicago’s rich history, famed for hosting movie stars, politicians, and infamous figures since 1910. This hotel’s location on TripAdvisor charms guests with its blend of historical allure and contemporary elegance. TripAdvisor reviewers applaud the hotel’s art deco interior and the curated art collection that lines its halls, each piece telling a story of the city’s colorful history. The spacious rooms feature a mix of classic and modern designs, many offering stunning views of Lake Michigan and Grant Park. The Blackstone's attention to detail and service is frequently noted by TripAdvisor commentators, as is its proximity to major attractions, making it a distinguished choice for those who appreciate the narratives woven into Chicago’s architectural landmarks.
Address: 636 South Michigan Avenue
Rating: Good 8.5 (425 Reviews)
Rooms: 335
Price: From 159$