Chicago Luxury hotels with AARP Discounts

Featured Chicago Luxury Hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The Langham, Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The Peninsula Chicago
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
521 North Rush Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St, Chicago, IL
Fully refundable
Sofitel Chicago Magnificent Mile
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
21 East Bellevue, Chicago, IL
Fully refundable
Thompson Chicago, by Hyatt
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Waldorf Astoria Chicago
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Radisson Blu Aqua Hotel Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
Palmer House a Hilton Hotel
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
12 South Michigan Avenue, Chicago, IL
Fully refundable
Chicago Athletic Association, a Hyatt Hotel
Loews Chicago Hotel

Loews Chicago Hotel

4.5 out of 5
455 North Park Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
Loews Chicago Hotel
Hotel Arista

Hotel Arista

4.5 out of 5
2139 City Gate Ln, Naperville, IL
Hotel Arista
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
160 E Pearson Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The Ritz-Carlton, Chicago
21c Museum Hotel Chicago

21c Museum Hotel Chicago

4 out of 5
55 East Ontario Street, Chicago, IL
Fully refundableReserve now, pay when you stay
21c Museum Hotel Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
Fairmont Chicago at Millennium Park
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
120 East Delaware Place, Chicago, IL
Fully refundableReserve now, pay when you stay
Four Seasons Hotel Chicago
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Omni Chicago Hotel
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Virgin Hotels Chicago
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.
Chicago, Illinois, United States of America

Chicago Luxury Hotels for 2024

Traveling is all about re-imagining your day to day, so why not reinvent your lodgings while you are at it? A luxury hotel can upgrade every part of your stay. You'll get high-end amenities like premium bedding, designer toiletries, and well-appointed rooms, but you also will have a staff that is ready to make almost any request happen. With the AARP Travel Center powered by Expedia® you can reserve a luxury hotel in Chicago that will turn an ordinary getaway into an extraordinary one.

Luxury you can afford

The Windy City has no problem dressing up its blue-collar roots with luxury shopping and dining on the Magnificent Mile. But when you want to actually live that luxury, these are the hotels guests have rated highly:

  • The Langham—”A full-service spa, indoor pool, and restaurant make this classic hotel hard to beat
  • Sofitel Chicago Magnificent Mile—”With its premier address, limo service, and fine-dining restaurant, this hotel has a place among Chicago royalty
  • The Gwen—”Modern design with a touch of old Chicago, high-end amenities, and a rooftop terrace to take in the city lights. You may find this hotel has everything you need

Size isn't everything when it comes to luxury hotels. Some of the best offer many similar amenities as larger ones, and can also cater more to each guest. You may find that at these boutique luxury hotels the staff will know you by name, and be ready to attend to any special request you have during your stay. Filter our selection of Chicago luxury hotels by:

  • Price: We have hotel prices starting as low as
  • Amenities: Searching for a luxury hotel with a full-service spa? Maybe one with multiple pools?
  • Location: Want to be within walking distance to the best Chicago museums, restaurants, and more? Just pick a spot in the city center
  • Reviews: Read through the reviews to see which hotel is the best for your trip

We make it easy to find and book the accommodation you want.

Book a Chicago hotel today

When it's time to step up your next trip, begin by booking a Chicago luxury hotel. With amenities and rooms that are second to none, you may find it hard to go back to anything less. When you book with AARP Travel Center, you can get the luxury you crave at a competitive price. There is no better time to indulge than now. So, what are you waiting for? Book today and save.