Best AAA Diamond Hotels in Chicago

Each year, nearly 48.9 million visitors come to visit Chicago from all over the world. Known for its delicious deep-dish pizza and unique architecture, visitors of every type can find plenty to do and explore throughout this exciting city. While there are many places to stay throughout the city, many tourists tend to stay in hotels around the Loop (also known as downtown), as it offers great access to many of the city’s most popular attractions.

Not sure where to stay on your next visit to Chicago? Look at the AAA Diamond program to help you find the best place to stay when browsing through the top Chicago hotels. The Five Diamond designation system goes from one to five, with Five Diamonds indicating the ultimate in luxury.

Before your next visit to Chicago, explore these best Four Diamond and Five Diamond Chicago hotels for a memorable and luxurious stay.

Hyatt Regency Chicago

• 151 E Wacker Dr, Chicago, IL 60601
• AAA Four Diamond Designation
• Pricing for Standard Room: $429+

Located nearby to the popular Millennium Park, the Hyatt Regency Chicago offers a modern place to stay right within the downtown region. This luxurious hotel consists of two towers with rooms designed for the ultimate comfort, including 55-inch HDTVs and plush pillow-top beds. Parking is valet only at this location, helping to save you time and stress.

With three restaurants on-site and a bar, you’ll have everything you need to enjoy and relax without even leaving the hotel. From the second-floor lounge, be sure to check out the stunning views of the city skyline too.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

• 511 N Columbus Dr, Chicago, IL 60611
• AAA Four Diamond Designation
• Pricing for Standard Room: $250+

The Embassy Suites by Hilton Chicago Downtown location is another of the top Chicago hotels you won’t want to miss. This hotel has everything you need for an action-packed trip, located in a great location just minutes from the city’s most popular attractions. This 18-story hotel offers great views of the city and is located nearby to the Magnificent Mile, one of the city’s most exciting and vibrant shopping districts. On the Magnificent Mile, you’ll find plenty to browse all day, including luxury shops and dining locations. Parking is available at the Embassy Suites by Hilton Chicago Downtown on-site (for a fee) and valet parking is also available.

The Langham Chicago

• 330 N Wabash Ave, Chicago, IL 60611
• AAA Five Diamond Designation
• Pricing for Standard Room: $450+

If you’re looking for an unforgettable luxury stay, look to the Langham Chicago. This lavish hotel area is completed with granite and marble in guest rooms, a rainfall shower and smart HDTVs for a relaxing stay. This hotel is great for people who love architecture, designed by the famous architect Mies van der Rohe.

While there are many great amenities to explore at the Langham Chicago, the most notable include soaking tubs in guest rooms, in-room exercise equipment and a great location on Chicago’s waterfront. Parking is available for guests and is valet only. This hotel is ideal for the perfect blend of style, sophistication and updated technology.

Art lovers will also enjoy a stay at the Langham Chicago, which showcases masterpieces from over 140 artists throughout the building. Guests staying at this popular hotel are also in a great location to explore Chicago’s Riverwalk area and many cultural opportunities throughout the city.

Trump International Hotel & Tower

• 401 N Wabash Ave, Chicago, IL 60611
• AAA Five Diamond Designation
• Pricing for Standard Room: $975+

The Trump International Hotel & Tower Chicago is not only one of the best Five Diamond Chicago hotels, but it is also the fourth-tallest building in the U.S. Featuring 90 stories of guest rooms, this hotel offers luxury with spacious rooms and the finest linens in the hotel industry. If you enjoy a spa-like experience, you’ll love the luxury bathrooms with plush robes and a spacious vanity area found in guest rooms too.

Parking is available on-site, as well as valet parking services for guests. This hotel also offers amazing amenities such as a sauna, steam room, heated indoor pool and more. The Trump International Hotel & Tower is located on Wabash Ave downtown, right on the Chicago waterfront. During your stay, check out the two on-site restaurants and bar area too. This AAA Five Diamond hotel is home to “Terrace 16,” one of Chicago’s most popular rooftop restaurants with great city views.

The Peninsula Chicago

• 108 E Superior St, Chicago, IL 60611
• AAA Five Diamond Designation
• Pricing for Standard Room: $550+

Located on the Magnificent Mile, the Penisula Chicago is located in the heart of all the city’s action. Known for luxurious comfort and impeccable service, a stay here will make you feel like royalty! This hotel was inspired by the flagship hotel that first opened in Hong Kong in 1866. In addition to an exciting and grand lobby area, guests can enjoy spacious rooms with the highest quality bed linens and touches that provide a unique experience. Parking is valet only at the Penisula Chicago.

Each guest room is equipped with the most advanced hotel industry technology, such as smart devices located throughout the room. For guests looking for a romantic location, this Five Diamond Chicago restaurant is perfect for couples. Each room has a deep soaking tub and dimmed spa lighting, creating a romantic atmosphere.

Exploring the Top Chicago Hotels

You can’t go wrong with a stay at any of these top Chicago hotels featuring AAA Four Diamond and Five Diamond designations. For over 80 years, travelers like you have trusted AAA’s renowned Diamond program to rate hotels throughout the world. A Five Diamond AAA rating reflects a hotel with both luxury and sophistication, offering first-class accommodations and exceeding guest expectations all around.

Explore more top-tier hotel locations to help you plan your Chicago adventure using AAA’s Trip Canvas. Plus, contact one of AAA’s Travel Agents today to start making your perfect trip vision a reality, using your AAA membership for exclusive deals.