Important notice: New government requirements for re-entry into Canada are in effect, as well as a temporary flight suspension to all Sun destinations. Please remain up to date on travel restrictions and mandatory safety protocols that may be in place. Stay informed before your trip.
Get whisked away to the Windy City! Our kind of town, Chicago blows you away with outstanding architecture, defined by uniquely designed skyscrapers and oddly shaped sculptures. This is a city of deep-dish pizza and Michelin-starred restaurants, of amazing art institutions and venues churning out comedy’s next big stars. Chicago’s lakefront beaches beckon you to wind down after the whirlwind.
visit chicago: get started
See what makes Chicago one of the best cities in the US! Pose with the Cloud Gate ("The Bean") and discover tons of things to do around fascinating buildings like the John Hancock Center and the Willis Tower. Follow up a stop at the Art Institute of Chicago with laughs at the legendary Second City comedy club. We'll get you started with the best Chicago hotels and vacation packages!
CHICAGO TRAVEL GUIDE

DESTINATION FACTS
LANGUAGE
EnglishWHAT TO EAT
Deep-dish pizza, Chicago-style hot dog (on a poppy seed bun, with a mountain of toppings), the Italian beef sandwich, a jibarito (a Puerto Rican sandwich that substitutes bread for fried plantains), fried chicken and meals influenced by the city’s multi-cultural mix.WHAT TO BRING BACK
A bag of Garett Popcorn’s Chicago mix, a Chicago Bears, Cubs or Bulls jersey, a t-shirt from legendary comedy club Second City (where Tina Fey, Steve Carell, Bill Murray, and so many got their start) and souvenirs for architecture lovers from the Frank Lloyd Wright Home and Studio.FUN FACT
Although there is some debate on whether he took the idea from a New Jersey man, the Ferris wheel was invented here, by the engineer George Ferris in the 1890s. It was meant to be an American response to the Eiffel Tower in Paris. Other Chicagoan inventions? The Twinkie, the zipper, spray paint and soap operas!Important Info
For more information on all necessary travel documents, visa, taxes and more, check Air Canada’s Travel Requirements page and the Government of Canada’s Travel and Tourism website.TRAVEL YOUR WAY : FLIGHT & HOTEL BUNDLES
Chicago's Essex Inn
258 Reviews
$455 CAD
per adult
Base fare, surcharges, fees, taxes and charges
Inn of Chicago, an Ascend Hotel Collection Member
2,377 Reviews
$547 CAD
per adult
Base fare, surcharges, fees, taxes and charges
Felix
1,834 Reviews
$768 CAD
per adult
Base fare, surcharges, fees, taxes and charges
PLAN YOUR TRIP TO CHICAGO
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