Search 590,000 properties worldwide.
Search over a million flights, hotels, packages, and more
No Expedia cancellation fee to change or cancel almost any hotel reservation.
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. ...
Trump International Hotel & Tower Chicago$228Trump International Hotel & Tower Chicago$228
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; ...
The Langham, Chicago$298The Langham, Chicago$298
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!
The Peninsula Chicago$319The Peninsula Chicago$319
This was one of my best experiences staying at hotel. Truth to be told I am not much of good lodging spender but both times I stayed at Hyatt it was unforgettable experience! The pool was excellent, Jacuzzi and steam room, the restaurant and bar are top level. Stuff is friendly and nice.
Park Hyatt - Chicago$280Park Hyatt - Chicago$280
I try to stay here as much as I can while in Chicago. Even though it’s north of the mag mile, there is still great shopping and restaurants in the area. The rooms are always clean and staff very friendly and helpful. The spa is great too.
Waldorf Astoria Chicago$284Waldorf Astoria Chicago$284
I was in Chicago for a conference. In the middle of my trip there was a storm predicted back at my home. I made the decision to end my trip two days early so as to not get stuck in Chicago. Because I had paid in full ahead of time on Expedia, it was up to the hotel if they would reimburse me for ...
Wyndham Grand Chicago Riverfront$119Wyndham Grand Chicago Riverfront$119
Arrived late and in the pouring rain. Valet assisted in baggage. Great stay very convenient for early morning flight
Hilton Chicago O'Hare Airport$93Hilton Chicago O'Hare Airport$93
Pros: great central location, walking distance to a lot of places, very clean, friendly staff, attached restaurant was good, weekday happy hour and snacks, big shower Cons: bed was a bit firm, no view, weekend amenities were less than weekdays (no happy hour, no snacks), and most importantly: our ...
Central Loop Hotel$121Central Loop Hotel$121
Very close to the shuttle pickup spot (Wyndham Grand, right next door), and has good temp controls in the room. The staff were great and I loved the filtered water dispensers on my floor. The beds were a bit too hard for my taste. PS: tucked sheets are a pain. Let me curl up when I go to bed. Most ...
River Hotel$109River Hotel$109
Easy to get everywhere. Close to busses and not far from the Red line train. Staff helpful. Martini bar staff excellent as well as the martini's If I have a criticism. .the windows in our room were filty and we could barely see out of them. 1 towel hook in the bathroom? Strange when you have 2 people ...
Millennium Knickerbocker Chicago$101Millennium Knickerbocker Chicago$101
Arrived early way before regular check in and staff were friendly, helpful and got us checked in. Very good people working there throughout the hotel and great location.
Hyatt Regency Chicago$112Hyatt Regency Chicago$112
Ready for an incredible adventure? Add even more pleasure on your next trip to Chicago by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chicago so popular in the last year. Come see what all the fuss is about. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Book one of Expedia's luxurious 5-star hotels in Chicago and get ready to be pampered like never before. Don't wait any longer!
Don't be afraid to be pampered during your trip, along with the best conditions. Spa treatments, delicious meals, and one-on-one attention are all at your fingertips. We have a tremendous number of hotels in the region, and all of them provide awesome amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. How do you want to relax? A reflexology treatment that will leave you feeling great? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A full-body massage to help your cares fall away? Don't want to take our word for it? Then explore the 12,572 reviews various guests have left on Expedia and get to know these places.
Can't wait to get outside? You're in luck. You'll find all kinds of activities in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals -- they'll be happy to sit down for a pint or a cuppa.
The results are in, and Chicago 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Don't put off your dream vacation any longer -- this is a great time to find 5-star hotel deals in @region! Decide on one of the 5-star hotels in Chicago today and relax in luxe surroundings when you're ready.