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Best 5 Star Hotels in Chicago, IL

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Featured Chicago 5 Star Hotels

See all 954 Hotels in Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (258 reviews)
Outstanding meeting facilitiesOutstanding hotel & staff and location. All the best places to eat are within walking distance and wonderful meeting facilities with great views.
  Jul 20, 2017

$344

$344
Park Hyatt - Chicago

Park Hyatt - Chicago

800 N Michigan Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (132 reviews)
Great Location and StaffHad a wonderful stay. Our lake view room on the 16th floor was superb. Loved the automatic sheer and room darkening shades! Only complaint is the two chairs in the room were pretty uncomfortable, especially the black leather one with the ottoman. Would have been nice to have access to ice too instead ...
  Jul 18, 2017

$237

$237
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.7 out of 5 (224 reviews)
An excellent choice for a stay in Chicago!Amazing hotel with excellent staff. I came early and my room wasn't ready so they gave us a complimentary upgrade. Nothing but class at the hotel!
  Jul 16, 2017

$311

$311
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
5.0 out of 5.0
4.6 out of 5 (420 reviews)
Great stay, shower didn't work thoughStayed for one night, but the shower didn't work. Since we were staying for one night and we discovered the problem at night so we didn't call for maintenance. Opted to skip the shower on the way out the next day.
  Jul 17, 2017

$254

$254
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (246 reviews)
Great location, close to everythingHave stayed here often. Great service, nice room, great technology and perfect location. One of our go to hotels when we get to the city.0
  Jul 15, 2017

$399

$399
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (773 reviews)
Turn down service included chocolate bar for kids!
  Jul 21, 2017

$300

$300
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago
5.0 out of 5.0
4.7 out of 5 (173 reviews)
Not as nice as other Four Seasons that we have stayed at. It was a good hotel but not great.
  Jul 11, 2017

$316

$316
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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
  • Receive points and benefits with the Expedia+ program
  • 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.

Recently booked Chicago hotels

The Ritz-Carlton, Chicago
5.0 out of 5.0
Last booking: 7 minutes ago