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Featured Chicago 5 stars Hotels

See all 945 Hotels in Chicago
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

5300 N River Rd, Rosemont
5.0 out of 5.0
4.5 out of 5 (1,800 reviews)
Asked for a bathtub, offered complimentary upgradeGreat staff, asked for a bathtub, offered complimentary upgrade minutes later.
  9 Dec 2017

C$133

C$133
Omni Chicago Suites - Magnificent Mile

Omni Chicago Suites - Magnificent Mile

676 N Michigan Ave, Chicago
5.0 out of 5.0
4.4 out of 5 (2,829 reviews)
Perfect Hotel for familiesHotel provided my children with a little welcome gift with activities for them and in the evening, chocolate chip cookies and milk. I will always stay here with my children when downtown.
  13 Dec 2017

C$172

C$172
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

127 West Huron, at LaSalle, Chicago
5.0 out of 5.0
4.4 out of 5 (2,285 reviews)
Hotel with a beautiful view Beautiful hotel with a beautiful view. I put in my comment section when I booked this hotel to get a view with the price point I was paying. If you're looking for a quite room make sure you let the hotel staff know so they can accomadate your stay because you could definitely hear bar going all day/night ...
  13 Dec 2017

C$120

C$120
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago
5.0 out of 5.0
4.2 out of 5 (2,109 reviews)
Right on the Mag Mile, Close to everythingMy girlfriend and I stayed here for two night to celebrate our one year anniversary, we couldn't have picked a better place. The hotel was very upscale, everything was absolutely perfect. The staff are amazingly helpful and even more friendly. We had no issues whatsoever with our stay. The restaurant ...
  12 Dec 2017

C$117

C$117
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
5.0 out of 5.0
4.6 out of 5 (2,128 reviews)
Good location, close to downtown. Good experience, staff was friendly and helpful. Made great suggestions of things to do in the area.
  14 Dec 2017

C$157

C$157
Loews Chicago Hotel

Loews Chicago Hotel

455 North Park Drive, Chicago
5.0 out of 5.0
4.7 out of 5 (980 reviews)
Great stay at Loews 👍Great modern hotel Superb location Friendly helpful staff Great facilities and view from our standard room excellent Only slight complaint is that the room noise through the walls is quite loud and you can also hear pepoles conversation through the air ducts in the room. However I would absolutely ...
  9 Dec 2017

C$191

C$191
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (678 reviews)
Impeccable hotelBest hotel in Chicago. Flawless experience. Staff was professional yet warm and friendly. The bedding was luxurious and the mattress firm.
  12 Dec 2017

C$387

C$387
The James Chicago-Magnificent Mile

The James Chicago-Magnificent Mile

55 East Ontario Street, Chicago
5.0 out of 5.0
4.5 out of 5 (2,131 reviews)
Wonderful city hotel in great locationThe James is a stylish hotel in the heart of Chicago, a few minutes walk from Michigan ave. Great lobby and friendly welcoming staff.
  11 Dec 2017

C$103

C$103
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago
5.0 out of 5.0
4.4 out of 5 (3,388 reviews)
Convenient for the event I attendedDisappointed because I thought I was getting a king bed ended up with with 2 doubles and could not get my Fairmont President Club points for my stay because it was booked through Expedia. The room was hot. No control with the thermostat.
  8 Dec 2017

C$151

C$151
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive, Chicago
5.0 out of 5.0
4.6 out of 5 (783 reviews)
Check inAt check in the beds are smaller then we though from the pictures. Planned to have are daughters with us we will have to try and upgrade or rent another room. We are some what disappeared.
  14 Dec 2017

C$119

C$119
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Five Star Hotels in Chicago

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chicago so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chicago and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Chicago

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Chicago

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. This is a great time to find 5-star hotel deals in Chicago! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chicago today and settle down in the lap of luxury tomorrow.

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