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Book Flights from Calgary to Chicago

Find great value on flights from Calgary to Chicago with CheapOair! Get amazed to see the scintillating skyscrapers or watch the scenic alleys, walk down the lively neighborhoods or check out its historical landmarks, Chicago has a plethora of attraction to see and explore. Get acquainted with the history of United States at Chicago History Museum. Housed in the Lincoln Park, this history museum showcases the history with historical relics, murals, manuscripts and plenty of other things. Whatever type of vacation you are looking for, CheapOair will help you save big on flights to Chicago!

Frequently Asked Questions - Calgary to Chicago Flights

  • When does the first flight of the day depart from YYC?

    8:30AM United Airlines Flight #457

  • When does the last flight depart to CHI?

    1:38PM United Airlines Flight #3986

  • What is the travel distance between Calgary and Chicago?

    1,399 miles

  • How many weekly flights are there between YYC to CHI?

    There are 3 weekly flights between YYC and CHI.

  • Which is the busiest day in terms of passengers traffic between YYC to CHI?


  • In last 30 days, what %age of CHI visitors spent less than 3 days in the city?

    100.00 %

  • Which is the nearest airport to Chicago, Illinois?

    Midway International Airport

  • Which is the nearest airport to Calgary, Canada?

    Calgary International Airport