Cheap summer vacation deals to Chicago, IL

Looking for your ideal cheap summer vacation deals to Chicago, IL? You've come to the right place: at WestJet Vacations, we're pleased to offer reliable flights, affordable fares and value-added packages to some of the most distinctive and awe-inspiring destinations in the world, including Chicago, IL. Our team of vacation deal experts appreciates the allure of The Windy City — not to mention the excitement that summer brings — which is why they work diligently to provide you with cheap packages at great hotels and resorts. For a better summer getaway experience, book with WestJet Vacations today.

Vacation finder

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

A safe, friendly and affordable travel provider

You can find peace of mind knowing we are committed to providing you with a better vacation experience every step of the way. In fact, we officially have the country's guest service and guest satisfaction ratings.† For this reason and more, WestJet Vacations is a reputable travel provider — and your trusted source for cheap summer vacation deals to Chicago, IL. If you're ready for some well-earned rest and relaxation — as well as top-class attractions like Navy Pier, Winter WonderFest and the Million Dollar Quartet — it's time to take advantage of our tailored package deals.

A safe, friendly and affordable travel provider

Beyond booking your summer getaway to Chicago, IL, you can earn even more WestJet dollars through our free WestJet Rewards, while your JetMail newsletter will keep you informed about upcoming seat sales and our partner deals will save you money on airport parking, car rentals, travel insurance and more. Find the vacation deal that's right for you: browse our current offers now.

Great vacations with WestJet await! Book yours 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.
Video

Search for great WestJet vacations

Vacations

Find vacation deals in Chicago, IL: