Old Town Chicago Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Old Town Chicago Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Hotel Felix River North/Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG
Level Chicago – Old Town
Hotel Riu Plaza Chicago
The Godfrey Hotel Chicago
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Old Town Chicago Vacation Packages

Trying to figure out a way to package your Old Town Chicago flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Old Town Chicago perfect. In just a few clicks, you can choose the best Old Town Chicago vacation package for you and your family. AARP Travel Center has a huge list of flights and lodgings, and local endeavors to choose from.

Hotels in Old Town Chicago

With 4426 hotels and resorts in Old Town Chicago to choose from, you will find one that is perfect for you.

    Check out the verified lodging reviews on the AARP Travel Center to help you decide.
  • It will be easy to choose a fantastic hotel, as a number of accommodations in Old Town Chicago have an immaculate overall rating of 5 stars
  • You should have no issues relaxing after a busy day, as these hotels have a perfect 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 Old Town Chicago
  • The immaculate grounds of the area's hotels also got sky-high marks

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

Things to do in Old Town Chicago

Old Town Chicago is a big city, which means you probably won't have any problems entertaining yourself. With Old Town Chicago's burgeoning artistic communityWith the city's local attractions and a rich past that is a beacon for history buffs you may have a hard time fitting everything into one trip. There are around 17 great things to do and see in and around Old Town Chicago 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 need more suggestions, then make sure to click on AARP's "Things to Do" tab.

Package Your Old Town Chicago Vacation and Save

As an AARP Member, you get to cash in on all the great savings. You'll save on select hotels worldwide, flights, and car rentals. No matter what Old Town Chicago vacation bundle you choose, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Bundle now and get ready for your Old Town Chicago vacation.

Top Hotel Deals

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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Spirit Airlines
Frontier Airlines
Hawaiian Airlines