Chicago Condos

Travelocity has plenty of tempting deals on Chicago condo rentals for you to choose from. They range from $106 to $371. Prices and availability are subject to change. Additional terms may apply.

At Travelocity, there are 331 condo rentals in Chicago—dive into your dream vacation!

It’s easy to find cheap condo rentals in Chicago on Travelocity. Just enter your travel dates and hit search. You can organize your results using the best filters for you and sort by price or by budget. If you want a cheaper break in Chicago, consider staying in —when it’s quieter and fewer people visit.

If you want the luxury of a hotel with all the comforts of home, book a Chicago condo rental. In your own slice of paradise, you can cook what you like and stay together with friends and family in multiple bedrooms, comfortable living spaces, and a whole lot of privacy.

Chicago condos on the beach have all kinds of cool extras that elevate your vacation. Take your pick from a wide range of amenities from pet-friendly condos, rentals with hot tubs, oceanfront condos with astounding views, and places with pools—and much, much more.

Bring your four-legged friend on your Chicago vacation and stay in a pet-friendly condo. They’re easy to find: You just need to hit the pet-friendly filter in your search then choose the condo that fits your bill.

Whether it’s a big family get-together or a quick weekend escape with the little ones, there are loads of Chicago condos that welcome families with open arms. When you’ve entered your travel dates, click the family-friendly filter—you might also find it useful to enter your guest numbers, so you can find a condo that fits everyone.

There are some divine luxury beachfront condo rentals in Chicago! To find your answer to perfection, sort your results by rating, read our guest reviews, and check out the accommodation photos to know your chosen condo exceeds your expectations!

Finding your perfect Chicago condo is easy with Travelocity. Just enter your travel dates and hit search. With a fantastic selection of deals at your fingertips, all you need to do is add filters to build your dream getaway.