Luxury Hotels in Chicago

your current months are January, 2025 and February, 2025.
January 2025
February 2025
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Luxury Hotels in Chicago

Top neighborhoods in Chicago

Get a lay of the land and find the perfect place to stay
The Loop - Downtown showing a ferry and a luxury hotel or resort

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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The Loop

Top landmarks in Chicago

Navy Pier featuring a sunset and rides

Navy Pier

If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Navy Pier

Frequently asked questions

What are the best luxury hotels in Chicago?
One of the leading Chicago luxury hotels based on guest reviews is The Guesthouse Hotel. Make the most of concierge services and a rooftop terrace during your stay here. Alternatively, soak up the lavish surroundings at Sophy Hyde Park, another top-rated option in this city.
What are the cheapest luxury hotels in Chicago?
Choose one of the affordable luxury hotels in Chicago from $103 and experience pampering for the right price. Simply tick the “Luxury Property” filter, then tailor your search by setting the maximum price you want to pay. Also, think about timing. Traveling during off-peak seasons can help you save. To earn discounts on future travel, be sure to sign up for One Key, our rewards program.
What is the best time to stay in a luxury hotel in Chicago?
If you’d like to explore when it’s quieter, book your stay for January. You could snag some amazing deals on luxury hotels in Chicago around that time. The warmest time of year is in July, with temperatures ranging from 68ºF (20ºC) to 77ºF (25ºC). It’s often coolest in January, averaging between 21ºF (-6ºC) and 28ºF (-2ºC).
What luxury hotels in Chicago have a pool?
With a pool, a rooftop terrace and massage services, Viceroy Chicago makes a splash with guests. You can also experience the good life at Loews Chicago Hotel. Lounge by the water or dive right in at this Chicago luxury hotel with a pool.
What are the closest luxury hotels to O'Hare Intl. Airport (ORD)?
Around 2 miles east of O’Hare Intl. Airport (ORD), Loews Chicago O’Hare Hotel is a popular pick. Take advantage of a cafe and pillow top mattresses at this upmarket stay. Alternatively, surround yourself with elegance and refinement at Le Méridien Chicago - Oakbrook Center. It’s another luxury hotel in Chicago or nearby that’s close to the airport.
What are the best 5-star luxury hotels in Chicago?
Choose from a selection of 5-star luxury Chicago hotels, such as The Langham, Chicago. This luxurious stay offers unparalleled comfort and service, as well as a swimming pool and private picnic options. You can also enjoy the finer things in life at The Peninsula Chicago.
Are there any luxury hotels in Chicago with parking?
There are 3,463 Chicago luxury hotels with parking to select from. Pull up and kick back in style at The Guesthouse Hotel. Every detail is designed to elevate your stay, including a rooftop terrace and concierge services. You’ll also find a spot to park at Hotel Zachary Chicago, a Tribute Portfolio Hotel, along with numerous thoughtful touches.