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Featured Chicago Luxury Hotels

See all 994 Hotels in Chicago
Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago
Trump International Hotel & Tower Chicago
C$332
4.8/5 (1,947 reviews)

Everything about this stay was wonderful, from the friendly check-in to the comfort of the room, the 2 Michelin star restaurant and the spa. Everyone calls you by name and so very pleasant. My husband and I enjoyed the couples experience at the spa and all the amenities such as the pool, saunas etc. ...

altText 16 Apr 2018
 
 
The Langham, Chicago
330 North Wabash Avenue, Chicago
The Langham, Chicago
C$393
4.9/5 (797 reviews)

The Langham - Chicago is simply superb. The location is magnificent, the property is uniquely sophisticated yet unpretentious, the rooms are spacious and the attention to detail and comfort is evident. The staff is gracious, courteous and informed, eager to help and provide excellent recommendations; ...

altText 20 Apr 2018
 
 
The Peninsula Chicago
108 East Superior Street, Chicago
The Peninsula Chicago
C$391
4.9/5 (811 reviews)

It’s been a couple of years since I stayed at The Peninsula and this visit reminded me why it’s such a wonderful hotel....service, room comfort, location. The rooms have been renovated to include great tech features since my last stay. Loved it!

altText 16 Apr 2018
 
 
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street, Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
C$188
4.6/5 (1,846 reviews)

I DEFINITELY WILL STAY THERE AGAIN WHENEVER IM IN CHICAGO

altText 27 Mar 2018
 
 
Sofitel Chicago Magnificent Mile
20 E Chestnut St, Chicago
Sofitel Chicago Magnificent Mile
C$217
4.6/5 (2,116 reviews)

My daughter and I went to Chicago for her spring break. The hotel was beautiful, clean and service was wonderful, however, we would have been better off in a different location. This location was great for business travelers, not necessarily tourists.

altText 20 Apr 2018
 
 
Thompson Chicago
21 East Bellevue, Chicago
Thompson Chicago
C$229
4.7/5 (2,047 reviews)

Amazing location a block from a tunnel that goes under Lake Shore Drive a pops you up right on the shore of Lake Michigan. The neighborhood is gorgeous, old limestone mansions and brownstones. The lobby is modern and hip without being annoying and "hipster". The super friendly staff introduce themselves ...

altText 21 Apr 2018
 
 
Waldorf Astoria Chicago
11 E. Walton Street, Chicago
Waldorf Astoria Chicago
C$368
4.8/5 (722 reviews)

Amazing hotel. Beautiful finishings. The staff is we’re so kind. The bed was very comfortable. Can’t wait to go back

altText 22 Apr 2018
 
 
Radisson Blu Aqua Hotel Chicago
221 N Columbus Dr, Chicago
Radisson Blu Aqua Hotel Chicago
C$258
4.5/5 (1,537 reviews)

When I arrived Marta was great! She was helpful, helped me sign up for additional accommodations which I liked. She didn't tell me the room did not have a refrigerator. So I mistaken the mini bar for the refrigerator and started to take things out when they had sensors on them and I was charged although ...

altText 14 Apr 2018
 
 
Palmer House a Hilton Hotel
17 E Monroe St, Chicago
Palmer House a Hilton Hotel
C$187
4.2/5 (10,147 reviews)

Enjoyed the Magic Parlor and breakfast brunch! Nice room

altText 22 Apr 2018
 
 
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When you'll take your luxury hotel with a side of thrilling city attractions, look no further than Chicago. As one of the most intriguing travel stops for travelers who want to check out city life, Chicago is a great place to make memories. Divine eats, incredible experiences, and some of the world’s most stunning photo opportunities: these are just some of the reasons to take a trip to Chicago. Where else would you stay but a luxury hotel? Extravagant experiences are right up your alley. While you're here, you'll also grab tickets to the most sought-after shows, devour spectacular cuisine, and marvel at the most noteworthy attractions . Book your luxury hotel in Chicago on Expedia.com today and start your excursion off on the right (well-dressed) foot.

Plan a Luxury Chicago Vacation

It turns out 2,720,546 people have decided to call it home -- how is that for proof that Chicago is full of marvelous things to do? Whether you’re looking to spend your vacation dining on haute cuisine or browsing art galleries in Chicago, you'll never be disappointed. The comfort of Chicago hotels earns an average rating of 3.5, so you can count on a fantastic stay. Book well in advance to get a room with a view!

Any 5-star getaway calls for facials, culture, and activities from your bucket list. When you book your trip on Expedia.com, you can enjoy it all. Thanks to our hotel deals, you can always afford to seek out the area's most exciting points of interest. When you're ready to rest up, return to your impeccable room and recline in style. Take advantage of amenities like a concierge or indoor pool before the day is over. Chicago hotels have an average service rating of 3.9, so you're bound to be pampered by the staff during your stay.

Luxury Hotels in Chicago

There's no better time than right now to book a hotel in Chi-Town, and Expedia.com is here to save the day. Browse hundreds of real traveler reviews on dozens of hotels until you spot the perfect place to stay. 5-Star hotels treat you right, offering things like VIP services and private fireplaces. Some of the city's luxury accommodations even feature impeccable penthouses, while others boast tennis courts or salt water pools. Use our easy booking widget to find and book an incredible 5-star hotel in Chicago, and before you know it you'll be getting pampered in paradise!