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Top Chicago Luxury Hotels

The Langham, Chicago
5 out of 5
330 North Wabash Avenue, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $292 per night
4.9/5Exceptional! (1,206 reviews)

"Our stay at the langham was absolutely amazing. The staff were great at trying to accommodate all of our rrquests"…"

Reviewed on Aug 11, 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 $359 per night
4.9/5Exceptional! (995 reviews)

"Wonderful service! Would definitely return to the Peninsula the next time we're in town"…"

Reviewed on Aug 4, 2020

The Peninsula Chicago
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 $299 per night
4.8/5Exceptional! (1,653 reviews)

"Guest services was very friendly and professional! The city view was to die for! My boyfriend loved the tv in the bathroom mirror! Terrace 16 dinner was delicious!"…"

Reviewed on Aug 7, 2020

Trump International Hotel & Tower Chicago
Thompson Chicago
4.5 out of 5
21 East Bellevue, Chicago, IL
Free Cancellation
The price is $134 per night
4.7/5Exceptional! (1,013 reviews)

"Perfect location! Several restaurants ranging from breakfast, lunch and dinner. Walking discount to designer stores! Parking was a problem but a garage nearby was the solution but expensive."…"

Reviewed on Aug 11, 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 $359 per night
4.7/5Exceptional! (998 reviews)

"Went right before everything started to close down, was an amazing experience and would recommend it to anyone who had the time and resources available to visit. 10/10."…"

Reviewed on Mar 28, 2020

Waldorf Astoria Chicago
Four Seasons Hotel Chicago
5 out of 5
120 East Delaware Place, Chicago, IL
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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 Mar 17, 2020

Four Seasons Hotel Chicago
Loews Chicago Hotel
4.5 out of 5
455 North Park Drive, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $155 per night
4.7/5Exceptional! (1,490 reviews)

"We had a great stay at the Loews hotel. Our room was great. Friendly staff. Covid19 presented something challenges. No restaurants in the hotel were open. We’d stay here again for sure!"…"

Reviewed on Aug 11, 2020

Loews Chicago Hotel
Hotel Arista
4.5 out of 5
2139 City Gate Ln, Naperville, IL
Free CancellationReserve now, pay when you stay
The price is $148 per night
4.7/5Exceptional! (981 reviews)

"I liked that the room was sealed before we went in varifying that it was cleaned and sanitized."…"

Reviewed on Jul 6, 2020

Hotel Arista
Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $148 per night
4.7/5Exceptional! (1,567 reviews)

"The hotel has been recently renovated and I love the new vibe. It is very artistic and comfy. There was constant noise from construction still taking place. However, I’m not going to complain because the hotel staff gave me a complimentary late checkout."…"

Reviewed on Jul 23, 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 $125 per night
4.6/5Exceptional! (1,792 reviews)

"It was definitely a very nice clean hotel and I definitely enjoy myself"…"

Reviewed on Aug 11, 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 $269 per night
4.6/5Wonderful! (999 reviews)

"Top Notch stay!! Excellent Staff and Service!!! Will definitely stay again soon!!!!"…"

Reviewed on Mar 19, 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 $206 per night
4.6/5Wonderful! (989 reviews)

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

Reviewed on Jul 18, 2020

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

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

Reviewed on Mar 13, 2020

Chicago Athletic Association
Omni Chicago Suites - Magnificent Mile
4.5 out of 5
676 N Michigan Ave, Chicago, IL
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4.5/5Wonderful! (1,708 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 Apr 11, 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 $188 per night
4.4/5Wonderful! (1,604 reviews)

"Room was clean. Had a really good view. Close to restaurants and to Michigan Avenue."…"

Reviewed on Aug 6, 2020

Radisson Blu Aqua Hotel Chicago
21c Museum Hotel Chicago - MGallery
4 out of 5
55 East Ontario Street, Chicago, IL
The price is $154 per night
4.3/5Excellent! (10 reviews)

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

Reviewed on Mar 4, 2020

21c Museum Hotel Chicago - MGallery
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 $229 per night
4.3/5Excellent! (1,106 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 Jul 21, 2020

Fairmont Chicago at Millennium Park
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
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4.1/5Very Good! (4,221 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 Aug 1, 2020

Palmer House a Hilton Hotel
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Want to find a great accommodation for your luxury trip to Chicago? Let Expedia help you arrange your flight to Chicago, IL (MDW-Midway Intl.) airport or Chicago, IL (ORD-O'Hare Intl.) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a trip, so we make it easy to get what you need to make your stay special. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Chicago has to offer. Known for its great views and art, Chicago also has some interesting things to see and do including Millennium Park and Willis Tower, so you may want to take in the local sights during your visit.

When to Visit Chicago

This is what you can expect the weather to be like while you stay in Chicago:

  • Hottest months: July, June, August, and September, with an average temperature of 83°F
  • Coldest months: January, February, December, and March, with an average temperature of 20°F
  • Driest months: February, January, December, and March, with an average rainfall of 2.31 inches
  • Rainiest months: May, June, July, and August, with an average rainfall of 4.05 inches

Exploring Chicago

Take in some sights and attractions while you're in Chicago by visiting Millennium Park, Willis Tower, and Skydeck Ledge. If you have a little extra time during your trip, you might want to make a stop at John Hancock Center and McCormick Place.

A few other things that make Chicago special are the:
  • Skyscrapers
  • Theater
  • Architecture
  • Museums
  • Art
  • Monuments
  • Entertainment
  • Shopping

Getting Around Chicago

Take advantage of local transportation options that make it easy to see Chicago. Nearby metro stations include Monroe Station, Monroe Station, and Adams-Wabash Station. If you want to see more of the area, hop aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Chicago?
Travel to O’Hare Intl. Airport (ORD) Airport or Midway Intl. Airport (MDW) 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 accommodation 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 travelers looking for an elegant place to stay. The Langham, Chicago and The Peninsula Chicago are other upscale choices for your stay.
What's the weather like in Chicago?
The hottest months are usually July and June with an average temp of 72°F, while the coldest months are January and February with an average of 30°F. Average annual rainfall for Chicago is 39 inches.
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.
What's the best way to get around Chicago?
Take advantage of local transportation options that make it easy to see Chicago. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

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