Chicago, the Windy City, is a bustling metropolis brimming with iconic architecture, rich history, and a vibrant culinary scene. Whether you’re here to catch a Cubs game, explore world-class museums, or indulge in deep-dish pizza, choosing the right hotel can make all the difference. Here’s a roundup of the best hotels in Chicago, each offering its unique flavor and flair.
Check out our other round-ups for the Best All-Inclusive Resorts in the USA.
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The Peninsula Chicago: A Touch of Elegance
Located in the heart of the Magnificent Mile, The Peninsula Chicago is synonymous with luxury. From the moment you step into its opulent lobby, you’re treated to impeccable service and world-class amenities. The rooms are spacious and elegantly appointed, offering stunning views of the city. Don’t miss the rooftop terrace, where you can unwind with a cocktail while soaking in panoramic views of the Chicago skyline.
Why Stay Here?
- Prime location near shopping and attractions
- Luxurious spa and wellness center
- Renowned restaurants offering exquisite dining experiences
The Langham: Modern Sophistication
Housed in a landmark Mies van der Rohe building, The Langham exudes modern sophistication. Its riverfront location offers breathtaking views of the Chicago River and skyline. The rooms are designed with a contemporary touch, featuring floor-to-ceiling windows that flood the space with natural light. Rooms have a great selection of books on architecture and design for perusing from those armchairs while taking in the views. The Langham Club Lounge is a highlight, providing exclusive access to a range of amenities and services.
Why Stay Here?
- Stunning river views
- Award-winning afternoon tea service
- Exceptional spa with an extensive treatment menu
The Hoxton, Chicago: Trendy and Chic
For those seeking a trendy, boutique experience, The Hoxton in the Fulton Market District is a perfect choice. A 3-minute walk from Morgan station, this trendy hotel set among restaurants and businesses is 1 mile from Willis Tower and 2 miles from Millennium Park. This hotel blends industrial chic with modern comfort, offering stylish rooms that feel both cozy and cool. The rooftop pool and bar are perfect for lounging and socializing, while the in-house restaurants serve up innovative dishes that reflect Chicago’s diverse culinary scene.
Why Stay Here?
- Located in a vibrant neighborhood with great nightlife
- Rooftop pool with city views
- Hip, stylish rooms with unique design elements
The Palmer House Hilton: A Historic Gem
Step back in time at The Palmer House Hilton, a historic hotel that has been a Chicago icon since 1871. The opulent lobby, with its ornate ceiling and vintage charm, sets the tone for a stay steeped in history. The rooms combine classic elegance with modern comforts, providing a unique blend of the old and new. This hotel is perfect for those who appreciate history and grandeur.
Why Stay Here?
- Rich history and stunning architecture
- Centrally located near theaters and Millennium Park
- Classic, elegant rooms with modern amenities
Viceroy Chicago: Boutique Luxury
Nestled in the Gold Coast neighborhood, the Viceroy Chicago offers boutique luxury with a personal touch. The hotel’s mid-century modern design is both stylish and inviting, with rooms that feature plush furnishings and high-end amenities. The rooftop pool and lounge provide a chic spot to relax and enjoy the cityscape, while the on-site restaurant serves up contemporary American cuisine.
Why Stay Here?
- Stylish mid-century modern design
- Rooftop pool with stunning views
- Located in a charming, upscale neighborhood
Chicago Athletic Association Hotel: Historic and Playful
Housed in a Venetian Gothic building, the Chicago Athletic Association Hotel combines historic charm with a playful spirit. Originally home to an elite men’s club, the Chicago Athletic Association hotel building is an architectural gem dating back to 1893.
The rooms are adorned with vintage sports décor, reflecting the building’s athletic heritage. Cindy’s Rooftop, the on-site restaurant, offers breathtaking views of Millennium Park and Lake Michigan, making it a popular spot for both guests and locals.
Why Stay Here?
- Unique historic building with a sports-themed design
- Cindy’s Rooftop with stunning views
- Central location near Millennium Park and the Art Institute of Chicago
Eurostars Magnificent Mile: Contemporary Comfort
Eurostars Magnificent Mile offers a sleek, contemporary stay in the heart of Chicago, in the prestigious River North neighborhood, surrounded by the shops, bars and restaurants of the iconic Magnificent Mile. The rooms are modern and comfortable, with floor-to-ceiling windows offering impressive city views. The hotel features a stylish rooftop bar, perfect for unwinding after a day of exploring. Its prime location makes it easy to access Chicago’s top attractions. Moreover, there is a wellness area offering a wide variety of beauty and massage treatments, as well as a sauna.
Why Stay Here?
- Modern, stylish rooms with great views
- Chic rooftop bar
- Convenient location near shopping, dining, and entertainment
The Blackstone, Autograph Collection: Timeless Elegance
The Blackstone, Autograph Collection, is a historic hotel that exudes timeless elegance. Located on Michigan Avenue, it offers easy access to Grant Park, the Art Institute of Chicago, and the city’s famed lakefront. The rooms blend classic luxury with modern amenities, providing a sophisticated retreat. The on-site restaurant, Mercat a la Planxa, serves delicious Spanish-inspired cuisine. Whether you are here for business or pleasure, this stunning hotel in downtown Chicago will ensure a restful and revitalizing stay.
Why Stay Here?
- Historic hotel with classic elegance
- Prime location on Michigan Avenue
- Excellent on-site dining options
Swissotel Chicago: Modern Luxury
Swissotel Chicago stands out with its distinctive triangular design and prime location on the banks of the Chicago River. Swissotel Chicago is graced with European style and contemporary Swiss elegance. The luxury experience includes award-winning hospitality, well-appointed accommodations and breathtaking views.
The rooms offer stunning views of the lake, river, and cityscape. The hotel boasts an excellent fitness center and a relaxing spa, making it a great choice for both business and leisure travelers. The on-site restaurant, The Palm, is a renowned steakhouse that offers a memorable dining experience.
Why Stay Here?
- Unique architectural design
- Rooms with spectacular views
- Top-notch fitness center and spa
LondonHouse Chicago, Curio Collection by Hilton: Historic Meets Contemporary
LondonHouse Chicago seamlessly blends historic elegance with modern luxury. Housed in a landmark building on the Chicago River, the hotel offers stunning views and stylish accommodations. The rooftop bar, LH Rooftop, is a highlight, providing one of the best panoramic views in the city. The hotel’s central location makes it easy to explore Chicago’s top attractions.
Why Stay Here?
- Historic building with modern amenities
- Iconic rooftop bar with spectacular views
- Central location near the river and Magnificent Mile
Hyatt Regency Chicago: Business and Leisure
Hyatt Regency Chicago is one of the largest hotels in the city, offering a range of amenities for both business and leisure travelers. Its central location on the Chicago River provides easy access to the Loop, Millennium Park, and the Magnificent Mile. The rooms are comfortable and well-equipped, and the hotel features multiple dining options, a fitness center, and extensive meeting facilities.
Why Stay Here?
- Central location with river views
- Extensive amenities and dining options
- Ideal for business travelers with ample meeting space
Radisson Blu Aqua Hotel: Sleek and Stylish
Radisson Blu Aqua Hotel is known for its distinctive wave-like architecture and stylish interiors. The rooms are modern and spacious, offering great views of the city and Millennium Park. The hotel features an outdoor pool, a state-of-the-art fitness center, and an on-site restaurant that serves contemporary American cuisine. Its location makes it a great base for exploring downtown Chicago.
Why Stay Here?
- Unique architectural design
- Modern, stylish rooms
- Excellent location near Millennium Park
Warwick Allerton: Classic and Charming
Warwick Allerton is a historic hotel located on the Magnificent Mile. The hotel’s classic charm is evident in its elegant lobby and well-appointed rooms. The location is ideal for shoppers and those wanting to explore Chicago’s premier attractions. The hotel’s M Avenue Restaurant serves up delicious American fare in a cozy setting.
Why Stay Here?
- Historic hotel with classic charm
- Prime location on the Magnificent Mile
- Comfortable rooms with modern amenities
Trump International Hotel & Tower Chicago: Luxurious and Iconic
Trump International Hotel & Tower offers luxurious accommodations and exceptional service. The hotel’s location on the Chicago River provides stunning views of the city and Lake Michigan. The rooms are spacious and elegantly designed, featuring floor-to-ceiling windows. The hotel also boasts a world-class spa, an indoor pool, and the exceptional dining from the ever-evolving menu of Neo Japanese fare in Rebar to American cuisine at Terrace 16, complemented by stunning views from the outdoor rooftop oasis.
Why Stay Here?
- Luxurious rooms with stunning views
- World-class spa and amenities
- Michelin-starred dining
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