The Loop Vacation Packages for 2026

The Loop Vacation Packages

Trying to figure out a way to bundle your The Loop flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® The Loop vacation packages can help. We're here to book everything you'll need to make your The Loop trip one to remember. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. AARP Travel Center has a fabulous selection of flights and hotels, as well as local things to do to pull from.

The Loop Hotels

You can choose from around 1171 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the The Loop hot spots, we have plenty of options available.

Check out the verified hotel reviews on the AARP Travel Center to help you decide.
• It will be easy to choose a terrific hotel, as a number of accommodations in The Loop have a perfect overall rating of 5 stars
• You should have no problems relaxing after a sight-seeing filled day, as these hotels have an outstanding 5 star rating for room comfort.
• With a solid 3 rating, you know that you'll be greeted with a clean room when you return from exploring The Loop
• The immaculate grounds of the area's hotels also got sky-high marks

With AARP Travel Center's The Loop hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in The Loop

The Loop is a big city, which means you probably won't have any problems entertaining yourself. With the city's thriving artistic communityWith the city's local attractions and plenty of interest for history buffs you may have a hard time fitting everything into one trip. There are a large number of great activities in and around The Loop that can help make your trip a bit of an adventure. Not sure where to begin? Here are a several things that the area is known for:

• Grant Park and Buckingham Fountain
• Museum of Science and Industry
• Shedd Aquarium
• Chicago Architecture River Cruise

If you are looking for more, then head over to our "Things to Do" tab for more inspiration or to book an activity in The Loop.

Package Your The Loop Vacation and Save

As an AARP Member, you can cash in on all the great savings. You'll save on select hotels worldwide, flights, and even rental cars. No matter what vacation package you pick, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Bundle now and get ready for your The Loop vacation.