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Chicago Five Star Hotel Information

When you’ve got your heart set on a fancy getaway in the city, dabble in the glamorous side of Chicago, Illinois.

  • Treat yourself to an exclusive hotel with first-rate amenities
  • Keep your savings intact and book the best deals around

Sure the deep-dish pizza and Ferris wheel in Chicago are fantastic, but when you’re looking for a luxurious stay in the Windy City, step up your game.

Instead of simply dreaming of designer amenities and royal treatment, make it a reality when you book right here. At Expedia.com, you’ll find an enticing selection of some of the best hotels in Chicago at rates that won’t cost you a fortune. Take a look at our variety of affordable luxury and boutique hotels with fine amenities such as first-class concierge services and views of the city skyline. Some of the top hotels in Chicago boast full-service spas with massage and facial sessions, steam rooms, and saunas, while others present fancy lounges and renowned restaurants. You’ll even come across a number of 5-star places that include rooftop terraces, state-of-the-art fitness centers, and valet parking to further round out your extravagant adventure in Chi-Town.

Continue your glamorous adventure with some retail therapy at the luxury shops along Rush Street, Michigan Avenue, and Oak Street. Shop ’til you drop at these retail strips where you’ll find designer goods and high-end boutiques. Once you’ve spent the day indulging in Chicago’s grand attractions, treat yourself to a three-course dinner at the finest restaurants in town with a view of the city’s skyscrapers. Then to top it all off, return to whichever of the best 5-star hotels in Chicago you chose to keep the lavish times rolling.

Get in touch with the spectacular side of this city in the Land of Lincoln. Chicago offers so much more than street food and amusement rides as it dazzles with marvelous attractions and upscale activities to suit your VIP-stylesojourn. If your idea of a ritzy getaway includes scoring the best seats to the city’s sporting events, book box tickets to cheer on the Cubs at the ballpark or root for the Bears from the 50-yard line of Soldier Field. Alternatively, if you’re looking to show off your sophisticated side, browse through masterpieces at the art galleries in River North and West Loop, and don’t miss a performance at the Civic Opera House. Spoil your ears to the sweet sounds of the Chicago Symphony Orchestra and marvel at the graceful Ballet Chicago.

At Expedia.com we provide you with verified reviews of Chicago hotels. When you read these write-ups, you’ll receive the inside scoop on travelers’ favorite places to stay in town, so that you end up picking a luxurious accommodation that best suits your preferences and needs. You can even use our convenient mobile booking app to browse and make reservations on the fly. Choose the ideal 5-star hotel that matches all your desires to get your opulent Chicago trip started today.

Frequently asked questions

What are the best 5-star hotels in Chicago?
Based on Expedia guest reviews, The Langham, Chicago, Trump International Hotel & Tower Chicago and The Peninsula Chicago are among the top 5-star hotels in Chicago. Offering top-of-the-line amenities and impeccable service, you can expect an indulgent and memorable stay.
How much does it cost to stay in a 5-star hotel in Chicago?
The amount you pay for a 5-star hotel in Chicago can vary according to the time of year you travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to score the best rate on an indulgent stay.

  • Search for the lowest price per night right now $99

What makes a hotel 5 stars in Chicago?
In Chicago, a hotel must offer a certain amount of high-end amenities to be rated 5 stars. These may include on-site gyms, saunas and spas, gourmet restaurants, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You can expect things like concierge services, in-room massages and nightly turn-down services. Some may also offer extra touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Chicago?
Find a luxury escape that includes your room, meals, drinks and entertainment in Chicago with our handy filters. Search for properties rated 5 stars and click on the “All inclusive” filter. Make sure you check what’s included in the upfront price. That way, you can take full advantage of the many perks on offer from the moment you step into the lobby.
What are the top 5-star spa hotels in Chicago?
Recharge your batteries with a luxurious massage and other rejuvenating treatments at The Peninsula Chicago. It’s among Chicago’s most impressive 5-star spa escapes. Trump International Hotel & Tower Chicago and The Langham, Chicago also blend upscale accommodations with wellness experiences.
Are there any 5-star vacation rentals in Chicago?
Although you won’t find any 5-star vacation rentals in Chicago, we have a range of retreats that promise a fabulous getaway. Discover one that matches your needs by checking out our vacation rentals in Chicago.
Are there any 5-star hotels in downtown Chicago?
Unpack your bags at The Langham, Chicago and enjoy being near the sights and sounds of downtown Chicago.