Customized for your search:

5 Star Hotels in Chicago

Chicago hotels
Chicago

Top Trending Hotels with 5 Stars in Chicago

Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
$395
Check Availability

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago 60611 - Map
 
 
"Beautiful hotel with very friendly staff"
I stayed at the trump hotel for about a week in february. I loved it, it's close to great shops and restaurants. What I liked most is that the staff was really friendly and very eager to help out with anything. The room is absolutely beautiful, clean and it has everything you would need for your stay. I would definately recommend it!! 5 stars!! Donald knows how to keep his guests very happy.
cvl from L
This luxury hotel is located in Chicago (Magnificent Mile - River North), close to Wrigley Building, Millennium Park, and …More
The Ritz-Carlton Chicago - A Four Seasons Hotel - Chicago Hotels
Rating: 5.0 Stars
$365
Check Availability

The Ritz-Carlton Chicago - A Four Seasons Hotel

160 E Pearson Street, Chicago 60611 - Map
 
 
"Perfect in every way!"
Upon arrival we were immediately greated outside, our bags taken and courteously directed to front desk. The attendand at the desk offered us a reasonably priced upgrade to a one bedroom suite with a gorgeous view which was ready for us even though we had arrived very early. We went up to our suite and our bags were already there. The remainder of our stay was just as pleasant! Room service was first rate, food was excellent, turn down service... You name it... It was perfect.
dr bb from f
Centrally located in Chicago, this elegant hotel sits atop Water Tower Place, near the shops on the Magnificent Mile and the …More
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
$445
Check Availability

The Peninsula Chicago

108 East Superior Street, Chicago 60611 - Map
 
 
"Absolutely the best hotel in Chicago!"
Always a lovely experience on every level My absolute favorite hotel in Chicago.
Kim from Ohio
Along Chicago's fabled Magnificent Mile, The Peninsula is 1 block from the Chicago Water Tower and 2 blocks from Water Tower …More
Four Seasons Hotel Chicago - Chicago Hotels
Rating: 5.0 Stars
$375
Check Availability

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago 60611 - Map
 
 
"great shopping location!"
we went for robes and room service- this hotel does not disappoint on either, thank you to a great staff!
Ray from Boston
Located amid the upscale boutiques and restaurants that line the Magnificent Mile, Four Seasons Hotel Chicago is a 10-minute …More
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars
Check Availability

Waldorf Astoria Chicago

11 E. Walton Street, Chicago 60611 - Map
 
 
"Stressful trip made special"
Our recent trip to Chicago was for University auditions and interviews. Needless to say it was a hectic and stressful time. Travelling with my two daughters aged 18 years and under 2 also added to the challenge of finding a spot that was both comfortable and functional. The Waldorf Astoria Chicago was everything and more. The fitness centre was bright cheerful and fully equipped to satisfy my older daughter and my work out needs and the pool was a special place to share time with my toddler. The restaurant staff were always helpful and attentive, keeping the pace moving so there were no melt downs or disturbances to other patrons. The Doormen were most helpful in obtaining vehicles as needed and assisted with the loading of a tricky stroller always with a smile. The housekeeping staff had a keen sense of how many towels and toilet articles to leave from the first day and the complimentary turn down service was a real treat. Our trip to Chicago could not have been better thanks to all the staff at the Waldorf. I will look forward to staying there again in the future.
Robbie from Toronto, Ontario Canada
This luxury hotel is located in the heart of Chicago, walking distance from Newberry Library, Hancock Tower, and Chicago …More
Park Hyatt - Chicago - Chicago Hotels
Rating: 5.0 Stars
Check Availability

Park Hyatt - Chicago

800 N Michigan Ave, Chicago 60611 - Map
 
 
"Great hotel"
Even the valet personnel were very nice. Especially Salvador. Had a wonderful stay :)
Molar from wisconsin
This luxury hotel is located in the heart of Chicago, walking distance from Chicago Water Tower and Hancock Tower. Also …More
The Langham, Chicago - Chicago Hotels
Rating: 5.0 Stars
Check Availability

The Langham, Chicago

330 North Wabash, Chicago 60611 - Map
 
 
"Beautiful hotel, nice amenities, friendly staff"
We visited for a one-night staycation during an Expedia sale and had a wonderful visit. Very child-friendly without being cheap - a wonderful kid play area, cinema suite, beautiful pool.
Pam
This luxury hotel is located in the heart of Chicago, walking distance from Vietnam Veterans Memorial, Wrigley Building, and …More

Search from 7 Chicago Hotels - 5 Stars


    Need help booking?

    Call 1-800-551-2409
    Visit Customer Support »

    Why book with Expedia ?

    • 365,000+ hotels worldwide
    • No Expedia Cancellation Fee
    • Best price guarantee
    • 91% customer satisfaction

    Five Star Hotel Guide for Chicago

    Dabble in the glamorous side of Chicago during your next getaway.

    • Treat yourself to an exclusive hotel with first-rate amenities
    • Receive points and benefits with the Expedia+ rewards 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 vacation in the Windy City, step up your game.

    Read More

    This city offers so much more than street food and amusement rides as it dazzles with marvelous attractions and upscale restaurants to suit the VIP treatment you desire. Spoil your honey to box tickets and cheer on the Cubs at Wrigley Field. Afterward, dine at the finest restaurants on The Magnificent Mile overlooking the skyscrapers. Show off your sophistication as you browse the art galleries in River North, and treat yourself to the extravagant designer goods at the upscale boutiques. And to top it all off, make reservations at one of the best 5-star hotels in Chicago.

    Instead of simply dreaming of designer amenities and royal treatment, make it a reality when you book here on Expedia. You’ll find an enticing selection of exceptional 5-star Chicago hotels at rates that won’t cost you a fortune. Browse our luxury and boutique hotels with views of the skyline, pampering spas, and first-class concierge services. What’s more, we provide you with verified reviews of Chicago 5-star hotels, so you can book the luxurious accommodation that best suits your preferences and needs.

    Hide
    Customers Rate Expedia
    Powered by feefo
    91% recommended
    4.5
    From 29,939 Reviews