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

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

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Find the cheapest month to fly from Calgary (YYC) to Chicago (MDW)

January is typically the cheapest month to fly

From ₹18,872 - ₹56,273 per traveller.

Frequently asked questions

How much is a flight from YYC Calgary International Airport to Chicago Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip journey from YYC Calgary International Airport to Midway Intl. Airport (MDW) was . Cheap fares don't stick around for long, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from YYC Calgary International Airport to Midway Airport?
We understand that life can throw the odd curveball, so we've made it as easy as possible for you to cancel your trip online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from YYC Calgary International Airport to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for YYC Calgary International Airport to Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from YYC Calgary International Airport to Midway Intl. Airport (MDW)?
The flying distance between YYC (YYC) and Midway Airport (MDW) is 2,300 kilometres. Listen to some music or get stuck into a book and the trip will whiz by.
Which airlines fly direct from YYC to Midway Airport?
If you want to travel straight from YYC Calgary International Airport to Midway Intl. Airport (MDW), you'll have to book a flight with one or more stops. Unfortunately, there aren't any airlines that fly directly between these airports.
Are YYC Calgary International Airport to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from YYC to Midway Intl. Airport (MDW) can be hit-or-miss. You might be lucky and score a bargain, but you could also miss out entirely! If you'd prefer to start planning early on, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines list their prices that far in advance. Our suggestion? Check back often as prices are updated frequently.

Travel information

Travel information

Origin airport
Calgary Intl.
Destination airport
Midway Intl.
Distance
2234 km

Book with confidence

Book with confidence

Calgary to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Calgary to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with YYC to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Calgary for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Calgary to Chicago Flights

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