Last-minute family holidays to Chicago, IL

Looking for your ideal last-minute family holidays to Chicago, IL? With WestJet Vacations, you can expect affordable flights to Chicago O'Hare International Airport that fit your schedule — but that's not all. Every hotel and resort we offer meets the strict standards of our holiday specialists, who go above and beyond to get the best rates and extras for our valued guests. It's one of the main reasons why we're the people to turn to when it comes to last-minute family escapes to The Windy City, a truly distinctive, awe-inspiring location.

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Looking for a the ultimate getaway? We can help you find it.

Your experience is at the heart of everything we do

We're dedicated to maintaining impeccable standards in vacations, air travel and overall guest experiences. With us, you can enjoy best-rated guest service and the highest guest satisfaction rating in Canada.† That's why we're your best choice for last-minute family holidays to Chicago, IL. So if you think it's time to get away and enjoy renowned attractions including Navy Pier, Winter WonderFest and the Million Dollar Quartet, look no further than our assortment of tailored deals.

Your experience is at the heart of everything we do

At WestJet Vacations, we believe you should be able to enjoy a vacation whenever you like — and that there really is no time like the present. We take pride in offering a great selection of last-minute holidays to an array of popular destinations, including Chicago, IL, so you don't have to wait get away. It's also good to know that travelling on short notice doesn't always mean you need to pay a premium; in fact, you can take your pick from deeply discounted packages when accommodation providers find they have spare capacity to fill. So whether you're ready to recharge or you want to spend quality time with friends and family, we're sure to have a package that suits your travel tastes. Browse our current offers and get on board with WestJet Vacations today.

Your dream vacation is just clicks away. Book with WestJet, today!

† Based on a 2012 survey of Canadian vacationers by Leger Marketing, which found that WestJet Vacations was rated highest among the six most-used Canadian packaged vacation companies.
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