Illinois may have travel restrictions in place, including self-quarantine, due to COVID-19.

Find out moreOpens in new tab or window

Luxury Hotels & Resorts in Chicago from NZ$242

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and holiday rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Best Chicago Luxury Hotels

Loews Chicago Hotel
4.5 out of 5
455 North Park Drive, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$242 per night from 13 Oct. to 14 Oct.
4.7/5Exceptional! (1,447 reviews)

"Stay was amazing. Location is perfect walkable to Navy Pier, Chicago River Walk, MI Ave & Mag Mile. Hotel is beautiful, clean and friendly staff"…"

Reviewed on 19 Sep. 2020

Loews Chicago Hotel
The Langham, Chicago
5 out of 5
330 North Wabash Avenue, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$600 per night from 4 Oct. to 5 Oct.
4.9/5Exceptional! (1,206 reviews)

"Excellent Property, very clean, friendly staff, and a very good location."…"

Reviewed on 14 Sep. 2020

The Langham, Chicago
The Peninsula Chicago
5 out of 5
108 East Superior Street, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$636 per night from 28 Sep. to 29 Sep.
4.9/5Exceptional! (990 reviews)

"Excellent stay. Top-notch service as always."…"

Reviewed on 23 Sep. 2020

The Peninsula Chicago

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Trump International Hotel & Tower Chicago
5 out of 5
401 N Wabash Ave, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$576 per night from 5 Oct. to 6 Oct.
4.8/5Exceptional! (1,601 reviews)

"I had an absolutely amazing time the staff and hotel was breathtaking I will definitely return ASAP and stay more days I am looking forward to returning"…"

Reviewed on 18 Sep. 2020

Trump International Hotel & Tower Chicago
Thompson Chicago
4.5 out of 5
21 East Bellevue, Chicago, IL
Free cancellation
The price is NZ$269 per night from 11 Oct. to 12 Oct.
4.7/5Exceptional! (984 reviews)

"Centrally located, surrounded by shops, restaurants, and beautiful views. This is the best hotel in Chicago!"…"

Reviewed on 8 Sep. 2020

Thompson Chicago
Waldorf Astoria Chicago
5 out of 5
11 E. Walton Street, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$540 per night from 11 Oct. to 12 Oct.
4.7/5Exceptional! (996 reviews)

"My husband and I stayed at the Waldorf Astoria for our anniversary. Everything was top notch, as we would expect from the Waldorf Astoria brand. Many thanks to Tim, who went above and beyond to insure that we had a a wonderful and memorable stay. We will be back!"…"

Reviewed on 14 Sep. 2020

Waldorf Astoria Chicago
Four Seasons Hotel Chicago
5 out of 5
120 East Delaware Place, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$566 per night from 13 Oct. to 14 Oct.
4.7/5Exceptional! (825 reviews)

"I don’t have one bad thing to say about four seasons Chicago. Doormen are very nice and helpful if you have any questions about where to go around town and the front desk is very welcoming."…"

Reviewed on 17 Mar. 2020

Four Seasons Hotel Chicago
Hotel Arista
4.5 out of 5
2139 City Gate Ln, Naperville, IL
Free cancellationReserve now, pay when you stay
The price is NZ$267 per night from 1 Oct. to 2 Oct.
4.7/5Exceptional! (971 reviews)

"Clean and spacious room with gorgeous view. The staff was awesome! We had a great stay!"…"

Reviewed on 9 Sep. 2020

Hotel Arista
Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Free cancellation
The price is NZ$260 per night from 30 Sep. to 1 Oct.
4.7/5Exceptional! (1,505 reviews)

"Location was great. Room was spacious and modern. However, we stayed there for 5 nights and had no housekeeping. WeThis was due to current pandemic. I understand that but they need to come up with a solution then. No housekeeping for 6 days is ridiculous. They didn’t charge us any less for not servicing ..."…"

Reviewed on 13 Sep. 2020

Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 out of 5
20 E Chestnut St, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$253 per night from 26 Sep. to 27 Sep.
4.6/5Wonderful! (1,775 reviews)

"Everything was perfect!!! The kids and I really enjoyed our stay...... we’ll definitely be back"…"

Reviewed on 20 Sep. 2020

Sofitel Chicago Magnificent Mile
The Ritz-Carlton, Chicago
5 out of 5
160 E Pearson Street, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$508 per night from 18 Oct. to 19 Oct.
4.6/5Wonderful! (987 reviews)

"Superb property. Excellent cleanliness and professional staff."…"

Reviewed on 25 Aug. 2020

The Ritz-Carlton, Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5
521 North Rush Street, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$292 per night from 2 Oct. to 3 Oct.
4.6/5Wonderful! (981 reviews)

"Wonderful service and staff. Very clean, spacious and comfortable"…"

Reviewed on 18 Jul. 2020

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Chicago Athletic Association
4.5 out of 5
12 South Michigan Avenue, Chicago, IL
Get Rates
4.5/5Wonderful! (995 reviews)

"Great location, building and extremely polite staff"…"

Reviewed on 13 Mar. 2020

Chicago Athletic Association
Omni Chicago Suites - Magnificent Mile
4.5 out of 5
676 N Michigan Ave, Chicago, IL
Get Rates
4.5/5Wonderful! (1,668 reviews)
Great service and location

"This hotel has great service. Everyone made sure we were comfortable and made sure our trip was special."…"

Reviewed on 11 Apr. 2020

Omni Chicago Suites - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$315 per night from 7 Oct. to 8 Oct.
4.4/5Wonderful! (1,555 reviews)

"Nice rooms beautiful view 🙏❤️In the middle of the town"…"

Reviewed on 18 Sep. 2020

Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
4.5 out of 5
200 North Columbus Drive, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is NZ$328 per night from 25 Sep. to 26 Sep.
4.3/5Excellent! (1,037 reviews)

"I absolutely loved the Fairmont Chicago! It is a beautiful hotel situated in a great location! Very close and in walking distance to Millennium and Grant Parks, restaurants and the Riverwalk. Our view was absolutely amazing complete with both a city and lake view! The rooms are very modern and chic ..."…"

Reviewed on 21 Jul. 2020

Fairmont Chicago at Millennium Park
21c Museum Hotel Chicago - MGallery
4 out of 5
55 East Ontario Street, Chicago, IL
Free cancellationReserve now, pay when you stay
Get Rates
4.2/5Very Good! (12 reviews)

"The art work was amazing & fun. Johnny, the concierge was very pleasant & helpful. The room was super-clean & fresh."…"

Reviewed on 4 Mar. 2020

21c Museum Hotel Chicago - MGallery
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Get Rates
4.1/5Very Good! (3,999 reviews)

"The problem was the location. On the Saturday, almost everything was closed, and I could not eat where I wanted to eat, either outside the hotel or in the hotel."…"

Reviewed on 1 Aug. 2020

Palmer House a Hilton Hotel
Don't see what you're looking for?
We've got more Luxury Hotels. Find the right one for you.
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Eating at the newest restaurants, strolling through local museums, and admiring the beautiful scenery that makes Chicago so stunning are all on your travel itinerary. But, have you thought about where you’ll stay during your holiday? The opulent getaway you’re envisioning requires extravagant accommodation. Treat yourself during your next getaway by choosing a luxury hotel in Chicago.

There are loads of things to explore nearby, but you might be tempted to hole up inside your Chicago luxury hotel for the duration of your stay. After all, where else can you enjoy amenities like stellar spa services, a world-class pool, and an upscale restaurant all in one convenient location?

In need of some alone time? Call in an order with room service and stretch out in your palatial suite. Whether you choose to unwind with a nice bubble bath, flip through an array of channels on your flat-screen TV, or prefer to read a book on your private balcony is up to you, but one thing’s for certain—you’ll be glad you booked luxury accommodation in Chicago.

Browse our extensive selection of 5-star Chicago hotels today, right here on Expedia. No matter if you’d like to stay at one of the best hotels in Chicago for couples or are looking for a luxury boutique hotel, we’ve got you covered. We offer the most opulent hotels at the most reasonable prices, so you can focus on what really matters—packing your favourite pair of pajamas for an indulgent night of lounging.

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Chicago?
Travel to Chicago, IL (ORD-O’Hare Intl.) Airport or Chicago, IL (MDW-Midway Intl.) Airport, and then treat yourself to a stay at one of 327 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Millennium Park and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Chicago?
Trump International Hotel & Tower Chicago is a 5-star hotel with a restaurant and a full-service spa, and it’s a popular choice for Expedia travellers looking for an elegant place to stay. The Langham, Chicago and The Peninsula Chicago are other upscale choices for your trip.
When can I expect good weather in Chicago?
Planning for the weather is a good way to make your trip to Chicago relaxing and enjoyable, especially when you’re splurging. The hottest months are usually July and June, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chicago are January, April, February and November, with each month seeing an average of 20 inches of snowfall.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Millennium Park, Chicago Theatre and Willis Tower. If you have extra time while you’re in the area, you might want to stop by House of Blues Chicago and Chicago Riverwalk.
How can I get around Chicago?
It’s easier to get around town comfortably when you know your options. You can take advantage of metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.

Travelers loved these Luxury Hotels

More trip options