Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the best price available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Chicago Luxury Hotels

See all 900 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 (668 reviews)
great location, great staff and great food!We were visiting Chicago for the weekend with our 2 children. The staff was exceptional. The room was great, pool and spa amazing. Kids had a great time in the pool and were welcome in the restaurant. We really enjoyed the food at the hotel !
  20 Nov 2017

C$387

C$387
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
4.5 out of 5.0
4.7 out of 5 (3,758 reviews)
Fun hotel in a great location!I stayed at the hotel while at a conference in Chicago and was pleasantly surprised by the value. It was very elegant and super clean and the staff was great. I would definitely stay there again!
  19 Nov 2017

C$178

C$178
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.0 out of 5.0
4.3 out of 5 (9,475 reviews)
It was a nice hotel downtown.I had a good experience here. We were in town for a football game and the hotel was in walking distance to our destination. The staff was friendly and helpful. The room was clean and comfortable.
  20 Nov 2017

C$111

C$111
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 (1,840 reviews)
Birthday WeekendMy husband and I stayed here on our last night of our Chicago vacation for my birthday. Beautiful staff, wonderful comfort and service. Will be back!
  21 Nov 2017

C$352

C$352
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago
4.5 out of 5.0
4.4 out of 5 (3,686 reviews)
Excellent hotel and staff. Location was perfect for meetings in nearby buildings.
  15 Nov 2017

C$171

C$171
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (735 reviews)
Perfect location You can never go wrong with the Peninsula. Amazing hotel
  20 Nov 2017

C$458

C$458
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

521 North Rush Street, Chicago
4.5 out of 5.0
4.6 out of 5 (2,521 reviews)
We enjoyed the Gwen!The Gwen was an awesome experience. The hotel was clean and beautiful, the staff were friendly and helpful, it was in a perfect location (elevator access to Michigan Ave). We had drinks at the bar and also had breakfast in the dining area -- both were great! I'd definitely want to schedule another ...
  17 Nov 2017

C$165

C$165
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

5300 N River Rd, Rosemont
4.5 out of 5.0
4.5 out of 5 (2,103 reviews)
Nice hotel close to the mall, casino theater, Excelent Service, very friendly staff, everything you need is around you, perfect for a good weekend, good diversion in the casino, shopping at the mall, walk to the theater or the restaurant, all the diversion at the same street.
  20 Nov 2017

C$126

C$126
Ivy Boutique Hotel

Ivy Boutique Hotel

233 E Ontario, Chicago
4.5 out of 5.0
4.5 out of 5 (740 reviews)
Always a pleasure to stay at this hotel, clean, good size rooms and good location.
  19 Nov 2017

C$135

C$135
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,025 reviews)
Lovely hotel w/a few glitches,in perfect locationThis hotel is beautiful and sits in an amazing location across from the Bean, Art Institute, near restaurants and shopping. Front desk, concierge and housekeeping service is very good. There's a lobby/lounge/restaurant/bar/gameroom floor that is active, warm, just loud enough, and inviting. The rooms ...
  14 Nov 2017

C$162

C$162
Map

Recently booked Chicago hotels

The Godfrey Hotel Chicago
4.5 out of 5.0
Last booking: 2 minutes ago
Country Inn & Suites By Carlson Schaumburg
3.0 out of 5.0
Last booking: 2 minutes ago
Best Western Inn & Suites - Midway Airport
2.5 out of 5.0
Last booking: 2 minutes ago
Red Carpet Inn Great Lakes
2.0 out of 5.0
Last booking: 4 minutes ago
Fairfield Inn & Suites Chicago Downtown/River North
3.0 out of 5.0
Last booking: 6 minutes ago
Chicago's Essex Inn
3.5 out of 5.0
Last booking: 7 minutes ago
Park Hyatt - Chicago
5.0 out of 5.0
Last booking: 7 minutes ago
River Hotel
4.0 out of 5.0
Last booking: 10 minutes ago
Extended Stay America - Chicago - Downers Grove
2.5 out of 5.0
Last booking: 15 minutes ago

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!