The bustling downtown area of Chicago is often called the “Chicago Loop” for its diverse tourist attractions, including museums, public art galleries, and historical monuments. The Loop is also known for its award-winning Chicago Riverwalk, a walkway featuring waterfront restaurants, and the McCormick Bridgehouse & Chicago River Museum, a historic venue with movable bridges. On the lakefront, you can witness the iconic Cloud Gate, Crown Fountain, and Lurie Garden. If you are a music lover, head to Jay Pritzker Pavilion that hosts some amazing music festivals, such as the Chicago Jazz Festival and Blues Festival. The Chicago Cultural Center is another popular landmark filled with exciting arts, performances, and free exhibits. Surrounded by majestic architecture, Downtown Chicago has everything to ensure an unforgettable travel experience. To learn more about this part of the city, consider staying in the top historic hotels in Downtown Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) properties with historic significance, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. The Blackstone, Autograph Collection (from USD 249)
High pricing, especially during events. Valet parking is expensive.
Classy lobby, spacious rooms, high-quality restaurant, historical property.
Convenient location near Grant Park, Soldier Field, and Michigan Avenue attractions.
Amazing breakfast buffet, good restaurants nearby, but limited dining options at the hotel.
Since 1910, this hotel has hosted eminent dignitaries from all over the world, including socialites, celebrities, and politicians. In 2017, The Blackstone, Autograph Collection, was renovated to offer modern comforts and conveniences to guests.
This luxury property comes with stylishly designed rooms and suites. In addition, guests can take advantage of amenities and services, such as paid Wi-Fi, a fitness center, a 24-hour front desk, and cleaning services. For an additional charge, pets are also welcome in this hotel.
The Blackstone, Autograph Collection
Address: 636 South Michigan Avenue
1.03 km (0.7 mi) from Millennium Park
2. Ambassador Chicago, part of JdV by Hyatt (from USD 199)
Nestled in the heart of the city, this iconic boutique hotel holds a rich history dating back to 1926. Apart from its high ceilings and ornate interior design, Ambassador Chicago features spacious guest rooms offering amazing views of Lake Michigan.
During your stay, you can enjoy a soothing massage at the spa and wellness center. This hotel also offers easy access to Michigan Avenue, a popular shopping district with luxury brands and local boutiques.
Ambassador Chicago, part of JdV by Hyatt
Address: 1301 North State Parkway
2.64 km (1.7 mi) from Millennium Park
3. The Palmer House Hilton (from USD 211)
Located in East Monroe Street, this 150-year-old property is one of the most luxurious hotels in Chicago. It has hosted eminent dignitaries throughout its operation, ranging from US Presidents to Charles Dickens. Inspired by French heritage, The Palmer House Hilton is beautifully done with plush décor, Tiffany masterpieces, and impressive French paintings. Recently, the hotel has undergone renovations to ensure high-quality services to all its guests while preserving its historic significance.
The Palmer House Hilton offers well-appointed guest rooms and suites that are spacious and comfortable. If you wish to treat yourself, you can book a relaxing treatment at the spa or enjoy a refreshing swim in the indoor pool.
The Palmer House Hilton
Address: 17 East Monroe Street
424 meters (0.3 ft) from Millennium Park
4. The Allegro Royal Sonesta Hotel Chicago (from USD 189)
Reasonable pricing for a central location in the Loop
Beautiful lobby, friendly staff, luggage storage, free weekend drinks, close to attractions
Central location in the Loop, easy walk to restaurants and bars, close to the river walk and 'L' train
Delicious breakfast but pricey, limited dining options, no room service
Founded in 1894, this historic hotel exudes sophistication and class. The plush antique décor will take you to a different era as you walk through the doors of this grand establishment. The Allegro Royal Sonesta Hotel Chicago offers a range of on-site facilities to make your stay comfortable, as well as vibrant and cozy rooms that come with Wi-Fi.
To unwind, you can use the fitness center or explore the lip-smacking Italian cuisines served at 312 Chicago. Afterward, have a cocktail at the retro bar. This property is close to many cultural attractions, shops, restaurants, and parks in Downtown Chicago.
The Allegro Royal Sonesta Hotel Chicago Loop
Address: 171 West Randolph
940 meters (0.6 ft) from Millennium Park
5. InterContinental Chicago Magnificent Mile, an IHG Hotel (from USD 224)
Standing tall in the famed Magnificent Mile, InterContinental Chicago is one of the treasured landmark hotels downtown. Originally an athletic club in 1929, this legendary hotel now exudes sophistication and class while preserving the historical significance of the building.
Spacious rooms come with a range of amenities such as a flat-screen TV, Wi-Fi, coffee maker, bottled water, hairdryer, bath amenities, and 24-hour room service. For relaxation, you can head to the on-site spa or enjoy a swim in the indoor pool.
InterContinental Chicago Magnificent Mile, an IHG Hotel
Address: 505 North Michigan Avenue
987 meters (0.7 ft) from Millennium Park
6. Hotel Blake, an Ascend Hotel Collection Member (from USD 199)
Nestled in the heart of the Windy City, this 19th-century property is one of the premier luxury hotels along Printers Row. Equipped with top-class amenities, Hotel Blake offers an unforgettable vacation experience to all its guests in Downtown Chicago.
You can enjoy a memorable stay in spacious guest rooms and suites that come with a flat-screen TV, vanity desk, hairdryer, coffee maker, and complimentary toiletries. In addition, guests can also avail the 24-hour business center, fitness center, in-room dining services, on-site restaurant, and valet parking.
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Address: 500 South Dearborn Street
1.02 km (0.7 mi) from Millennium Park
7. Congress Plaza Hotel Chicago (from USD 179)
The historic Congress Plaza Hotel Chicago was originally the Auditorium Annex in 1893. Its uniquely designed façade attracted a lot of attention, and it soon became the favorite accommodation choice of Chicago’s elite. Over years, this hotel has undergone numerous renovations and cemented its place among the top historic hotels in the city.
All luxurious rooms come with Wi-Fi, refrigerators, safes, and a flat-screen TV. Select guest units offer stunning views of Lake Michigan and Grand Park.
Congress Plaza Hotel Chicago
Address: 520 South Michigan Avenue
822 meters (0.6 ft) from Millennium Park
8. Millennium Knickerbocker Chicago (from USD 99)
Reasonable prices for downtown Chicago, but additional resort fee not announced during booking.
Historic building with old world charm, spacious rooms, and friendly staff. Some areas show signs of aging and could benefit from updates.
Perfect location near Michigan Avenue, with easy access to shops, restaurants, and attractions. Close to the beach and public transportation.
Good dining options nearby, but hotel restaurant is pricey. Limited breakfast options and expensive coffee.
Operating since 1927, this historic hotel boasts a convenient location near Magnificent Mile. Rooms are thoughtfully decorated to ensure comfort to all its guests. While here, you can enjoy a classic American-style breakfast and lunch at the on-site restaurant and explore over 50 varieties of martinis available at Martini Bar.
Millennium Knickerbocker Chicago also offers easy access to attractions in the downtown area, including 360 Chicago, Oak Street Beach, and Cloud Gate.
Millennium Knickerbocker Chicago
Address: 163 East Walton Place
1.93 km (1.2 mi) from Millennium Park
9. Warwick Allerton Chicago (from USD 125)
Reasonable pricing for its central location in Chicago.
Historic ambiance, well-equipped gym, and comfortable beds.
Conveniently situated on the Magnificent Mile, walking distance to major attractions, shops, and restaurants.
Numerous dining options nearby, but no in-house restaurant or breakfast service.
Nestled in Magnificent Mile, Warwick Allerton Chicago was built in 1924. Boasting Italian Rennaisaince architecture, this hotel was a popular after-hour spot among elites for its penthouse bar. In recent years, this property underwent massive renovations to provide modern conveniences while highlighting its unique history.
Today, guests can have a comfortable stay in well-appointed rooms with plush beds, a flat-screen TV, and a work desk. Guests can also indulge in cocktails at the rooftop bar while enjoying unobstructed views of the city skyline.
Warwick Allerton Chicago
Address: 701 North Michigan Avenue
1.4 km (0.9 mi) from Millennium Park
10. Staypinapple, An Iconic Hotel, The Loop (from USD 204)
Located conveniently in the heart of The Loop, this boutique hotel is housed in a landmark building from 1895. Staypinapple retains historical features from the late 19th century, such as mosaic tiles and marble stairs.
Rooms come with a flat-screen TV, free Wi-Fi for hotel members, an iPod docking station, and complimentary toiletries. Guests can also avail the 24-hour fitness center, room service, and valet parking. Pets are welcome, too.
Staypineapple, An Iconic Hotel, The Loop
Address: 1 West Washington
485 meters (0.4 ft) from Millennium Park
Discover the history of Downtown Chicago
Filled with skyscrapers, tall buildings, and iconic landmarks, this glittering city offers an amazing experience for every traveler. To know more about its history and architecture, consider staying in one of the top historic hotels in Downtown Chicago, Illinois.
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