Cheap Flights from Chicago (MDW) to Calgary (YYC)

Popular airlines from Chicago Midway Airport (MDW) to Calgary International Airport (YYC)

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Alternative airports near Calgary

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Calgary Intl. YYC. Cheapest and Closest option available. Average driving time to city center is 15 minutes. Flights from $456
YYC
Calgary Intl.
CheapestClosest
Average driving time to city center15 min
Flights from $456
Flights from Chicago (MDW) to Calgary (YYC)
Origin airport
Midway Intl.
Destination airport
Calgary Intl.
Airlines serving
Delta, WestJet
Roundtrip price
$251
Distance
1396 mi

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Calgary Intl. Airport (YYC) cost?
Discover the latest flight deals from MDW to YYC by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to YYC?
The cheapest flights from MDW to YYC are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Calgary Intl. Airport (YYC)?
You can't take a direct flight from Chicago, IL (MDW-Midway Intl.) to Calgary Intl. Airport (YYC). However, you can easily journey to Calgary without any layovers by departing from O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from MDW to YYC?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to YYC. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Calgary Intl. Airport (YYC)?
You'll need to hop on a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Calgary Intl. Airport (YYC). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from MDW to YYC?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Calgary Intl. Airport (YYC)?
To arrive at Calgary Intl. Airport (YYC) without delays, pick a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Calgary Intl. Airport (YYC) last-minute?
Holding off until just before your trip to book a flight from MDW to YYC generally means paying more. Although you may find some last-minute offers, they aren't always guaranteed. Keep your travel plans flexible to boost your chances of landing a bargain.
Is it cheaper to book a MDW to YYC flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to YYC flight and hotel package with Expedia could lead to significant savings. Better yet, having everything in one easy place takes the hassle out of travel planning. Just secure your flights and select from our extensive range of hotels, then tailor your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Calgary Intl. Airport (YYC)?
You can usually cancel or reschedule your MDW to YYC flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

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