Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 590,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap MDW to YYC Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.



Cheap MDW to YYC Flights

  • Question : What is the cheapest airline flying from Chicago to Calgary?
    Answer : Delta Air Lines is the leader in keeping prices low for their passengers over the next three months. Fares are being booked at just $339 and, when compared to the high-end bookings of $1,791, it's a great deal.
  • Question : How much time do people spend in Calgary?
    Answer : The average time spent in Calgary by passengers from Chicago is five days.
  • Question : What is the cheapest day to fly to Calgary?
    Answer : If you are looking to save some funds, look at Jul 28th. As of Jul 16th, it's showing the cheapest ticket sales at $644. That is 29% below the average price for this route, so you can spend that extra cash on an amazing experience in Calgary.
  • Question : What is the cheapest day to fly?
    Answer : The cheapest day to fly from Chicago to Calgary is on Tuesday. If you want to save a little money on your next flight look for flights on that day.
  • Question : How much is a plane ticket to Calgary (YYC) from Chicago (MDW)?
    Answer : Cost can range from $339 to $1,791, prices for MDW to YYC fluctuate less than most routes from the United States. Prices are usually cheaper the further out you book.
  • Question : Can I change the date of my flight?
    Answer : Yes, you can adjust your departure date. If you want to save some funds in doing so, the lowest-cost day to fly in August is Tuesday.
  • Question : What airports do you fly into for Calgary?
    Answer : There is more than one way to get to Calgary. O'Hare International Airport is just 16 miles away, and flights are 22% cheaper on average for the next two months. Ditch the crowds, while also saving some cash.