Our Top 5 Luxury Hotels In Chicago (2021)

With views of the Chicago River and some of the boldest architecture in the country, these top luxury hotels in Chicago carry a pedigree that combines the best of the best when it comes to spoiling yourself.

This includes the nightlife, easy walkability to shops, restaurants, and entertainment, along with second-to-none exquisite four and five-star amenities that’ll easily make you forget why they call Chicago the Windy City (and sometimes freezing cold!).

As the birthplace of skyscrapers, these top luxury hotels utilize the majestic views offered, not letting any of this skyline go to waste. It’s no wonder Chicago also has some of the country’s top interior designers, with so many interiors in these buildings that are ready for their close-up!

Remember, when staying at these luxury hotels, be sure to step out and partake in what Chicago’s really known for – their deep-dish pizzas.

The Langham Hotel

Scoring the coveted Forbes 2020 Travel Guide Five-Star Rating along with making the Conde Nast Traveler 2020 Gold List, we’d say go ahead and keep your expectations high, The Langham Hotel was built for this.

This riverfront luxury hotel in Chicago has a 67-foot indoor pool on the 4th floor along with a heated hydrotherapy hot tub. Guests can reserve a Club guest room or upgrade any guest room to their Club membership which has plenty of extra perks.

For example, you can relax in the private 4,000-square-foot lounge on the 12th floor with panoramic views, and this includes their Club Butler service.

Not a stretch to expect butlers here and there, considering the Langham Hotel has also been operating in London since 1865. So they’ve had plenty of time to master British hospitality.

The Club butlers will handle your travel logistics, take care of luggage repairs, and even provide butler-drawn baths. This is a perfect pairing for this hotel, combining top-notch service with old-school Chicago modernism.


We especially like this suite at the Langham, which has floor-to-ceiling windows milking the views to the max. The Lake View Suites start on the 5th floor so you’re afforded ample scenery.

Adding hardwood floors for warmth, this oversized master bedroom features an adjoining marble bathroom with dual vanity, a deep soaking tub, and a walk-in rainforest shower. 

Dining – Travelle

Helmed by Chef Jeff Vucko, Travelle is known for its to-go meals which are perfect for in-room dining or a picnic in the nearby parks.

Serving contemporary American cuisine, the restaurant space is beautifully designed, capturing the mid-century elegance that includes a glass-enclosed show kitchen, allowing guests to watch the culinary masters work their magic.

Four Seasons Hotel

Located in the heart of Magnificent Mile and North Michigan Avenue’s best shopping and attractions, you’ll find the lake and skyline views only second to The Magnificent Mile commercial district, bringing upscale shops, luxe fashion outlets, and hip restaurants.

In total, you can explore around 900 shops, restaurants, spas, and fitness destinations without even leaving the building.

Deluxe One-Bedroom Suite

Just under 1,000 square feet of space, this can easily be your home away from home during your stay in Chicago.

With a comfortable seating area with a wet bar and dining area for four guests, it’s the killer skyline views that’ll provide entertainment through the large windows showcasing panoramic views of Lake Michigan and the city.

Dining – Adorn Bar & Restaurant

With James Beard Award-winning chef Jonathon Sawyer running the show, you’ll find memorable globally-inspired cuisine bringing you an authentic taste of Chicago.

Offering mostly comfort foods like prime burgers and fried chicken, word on the street says don’t miss out on the Crispy confit of chicken wings. And when that street happens to be Magnificent Mile, you know this restaurant is a cut above the rest.

Peninsula Hotel

This luxury hotel in Chicago brings traditional Asian service that scores high points with their service in all aspects of quality accommodations, including a Forbes Travel Guide Five-Star rating each year since its opening.

In 2020, The Peninsula Chicago was ranked the #1 Hotel in Chicago by Travel + Leisure’s World’s Best Awards and #2 hotel in the U.S. by U.S. News and World Report. On that note, how could we not have the Peninsula Hotel as one of our top 5 luxury hotels in Chicago?

We especially like what they call “Peninsula Time,” where they have flexible check-in and check-out time. That always turns out to be the stressful part of a stay and we all exhibit a bit of procrastination when it’s time to leave.

On the 19th floor, you’ll find a stunning swimming pool with floor-to-ceiling windows with sweeping views over Chicago’s breathtaking skyline. Half the size of an Olympic pool, this is located in a uniquely-styled space that has Chicago written all over it.

Executive Suite

These rooms occupy Michigan Avenue corner views of the hotel, offering picturesque city views from the large windows.

You may not be on top of the world, but with oversize windows on both sides of the room, you’re not missing out on any of Chicago’s extravagant architecture.

Dining – Shanghai Terrace

No need to order out for excellent Chinese when you’ve got a top-ranked Chinese restaurant in Chicago right inside your hotel.

From Dim Sum to traditional Peking Duck, you can dine indoors with a 1930s supper club décor, or outside on the terrace taking in the skyline views while sipping your fave cocktail.

The cuisine has been consistently honored with the AAA Four Diamond Award, thanks to Chef de Cuisine Elmo Han.

Viceroy Hotel

This world-class five-star luxury hotel in Chicago sits on the site of a 120-year-old landmark building, near Chicago’s Magnificent Mile.

With mid-century modern glamour and rooms that have floor-to-ceiling windows, the Viceroy Hotel gives you an enjoyable, retro-chic experience.

The pool is located on the rooftop conveniently adjacent to Devereaux, their rooftop lounge. Sounds like the roof is the place to be!

Historical preservation is no easy task but the pay-off is always there, and we love architects with the talent to combine the old with the new and make it work, in this case, a retro-chic luxury hotel.

One Bedroom Suite

You’ll get a true mid-century vibe in this room which includes a spacious bathroom with a separate soaking tub. The floor-to-ceiling windows ensure you’re taking in the skyline views, almost like you’re floating in the clouds.

Dining – Somerset

Set on the site of the 1920’s era famed Cedar Hotel, Somerset serves seasonal American cuisine from Chef Stephen Gillanders.

Serving up tasty American cuisine, Chef Stephen Gillanders operates out of a swanky style space that is reminiscent of the mid-century country clubs.

Some have also compared the space to those comfy yacht clubs where making a finely crafted cocktail is as important as the meal. Chef Stephen stays the course on all fronts.

Trump International Hotel & Tower

No matter what side of the aisle you find yourself on, there are 2 things we can all agree on. Firstly, those massive letters spelling out Trump across the building are totally unnecessary.

Secondly, the exquisite design, accommodating staff, and spectacular location make this one of the top luxury hotels in Chicago.

Recognized as a Forbes Travel Guide Four-Star Hotel, this is also amongst an elite group of hotels that are Sharecare VERIFIED

From the exclusive shops of the Magnificent Mile to the historic sites along the Riverwalk, Trump Hotel Chicago brings sophistication and elegance to the heart of downtown Chicago.

The Trump Hotel also offers one of the best day spas in Chicago. The 23,000-square-foot spa features an array of luxurious services with 12 treatment rooms and 53 spa guest rooms overlooking the Chicago skyline.

infographic showing Trump Tower along with tallest buildings in Chicago
Infographic showing Trump International Hotel & Tower as the 4th tallest building in Chicago

Deluxe River View One-Bedroom Suite

In this suite, you’ll find a separate living room with a contemporary marble electric fireplace and ten ft. floor-to-ceiling windows overlooking spectacular views of the Chicago River.

These suites also come equipped with a fully equipped kitchen and high-end appliances by Sub-Zero and Miele.

We don’t think it’s a stretch to say Trump has his own private abode here, but with all his other homes to maintain this would most likely be used for lay-overs – or to make sure his name’s still written on everything. Oh well, luxury at this level does come at a cost.

Dining – Terrace 16

The warm, stately design of this rooftop restaurant takes us back to an era where deals were sealed over a whiskey and a handshake.

With an outdoor patio that seats 200, you’ll be enjoying breathtaking views of the city’s most iconic landmarks. 

The menu gives us imaginative American cuisine, including steaks and seafood, with a festive cocktail list which is right on par for that amazing bar at Terrace 16.

FAQ – Number of Floors on These Luxury Hotels in Chicago

How many floors does the Langham Hotel in Chicago have?

Designed by Midcentury Modern master architect Mies van der Rohe, the soaring 52-story structure gives you stellar views of the Chicago River and Lake Michigan.

How many floors does the Four Seasons Hotel in Chicago have?

Stretching 46 stories high, this luxury hotel occupies the 30th through 46th floors of the skyscraper with the ground floor offering high-end shopping like  Gucci, MaxMara, and Montblanc.

How many floors does the Peninsula Hotel in Chicago have?

This hotel makes our short list – literally, coming in at 20 stories. Although a formidable height by any standard, it falls short of the clouds like our other hotels.

But where they lack in height, they excel in service. First started in Hong Kong in 1866, The Peninsula name is synonymous with romance, glamour, and style. Like the Langham Hotel, they’ve had over a hundred years to become the zenith for Asian hospitality.

How many floors does the Viceroy Hotel in Chicago have?

This angular structure designed by Goettsch Partners is an 18-story glass tower. Though development essentially replaces the 1920’s era Cedar Hotel, the old building’s masonry and terracotta exterior were carefully removed, cataloged, stored, and finally reincorporated into the new tower’s base.

How many floors does the Trump International Hotel & Tower in Chicago have?

Soaring 92 stories above the Loop and North Michigan Avenue, Trump International Hotel & Tower rises high above the other luxury hotels in Chicago while making this the 4th tallest building in the U.S.

Wrapping Things Up

Chicago has so much to offer, including some of the foremost art galleries in the world like the Art Institute of Chicago exhibiting masterpieces at every turn.

So when you think of vacation spots like the coastal beaches or a foreign land, don’t discount these top luxury hotels in Chicago, this ain’t your father’s weekday business excursion anymore.

As we like to point out when discussing our top hotels, please check and make sure they are open or will be open when you plan to travel. Soon enough, this won’t be an issue.

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