All-inclusive family vacation deals to Chicago, IL

Interested in finding your ideal all-inclusive family vacation deals to Chicago, IL? WestJet Vacation offers an extensive and reliable flight schedule — including flights to Chicago O'Hare International Airport — and so much more. Our talented team of vacation deal experts works diligently not only to find you the area's best hotels and resorts, but also to offer you those little extras that go a long way in making your family getaway all the more special. When it comes to finding an all-inclusive, family-oriented getaway in Chicago, IL, we are your trusted source — so book today and get ready to discover all that distinctive, awe-inspiring Chicago, IL has to offer.

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Great guest experiences inform everything we do

We're dedicated to maintaining impeccable standards in vacations, air travel and overall guest experiences. As a matter of fact, we are proud to have the highest guest service and guest satisfaction ratings in the country.† It's another reason why we're the smart choice for the very best deals on all-inclusive family vacation deals to Chicago, IL. Browse our tailored deals and you'll be enjoying fantastic attractions like Navy Pier, Winter WonderFest and the Million Dollar Quartet in no time at all.

Great guest experiences inform everything we do

At WestJet Vacations, we believe the relaxation should start the moment you book. In order to provide you with a positive vacation experience, our knowledgeable travel experts take the time to carefully choose quality hotels and resorts at competitive rates, so you can rest assured you're getting a great stay at a great value. We also provide dining credits, entertainment credits and exclusive deals on travel insurance, car rentals and more — all of which make it easier to get more from your vacation experience. In effect, we'll take care of all the details on your behalf, allowing you to spend less time planning and more time looking forward to your ultimate family escape. We're also pleased to offer package bookings for large groups to a number of alluring destinations, including Las Vegas, Mexico, Aruba, Barbados, Costa Rica, Jamaica and more. So check out our vacation deals to Chicago, IL and make sure WestJet is your first choice when it comes to all-inclusive escapes.

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.
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