Chicago Luxury hotels with AARP Discounts

Chicago Luxury Hotels for 2026

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.