YYC to MDW (Calgary to Chicago) Flights

Last Minute Flights from YYC to MDW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
YYCChicagoMay 4 to May 11$277
*Prices include taxes and fees

Cheapest YYC to MDW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
YYCChicagoMay 8 to May 10$215
YYCChicagoMay 22 to May 26$234
YYCChicagoJuly 3 to July 14$243
YYCChicagoJuly 22 to July 22$699
*Prices include taxes and fees
YYC to MDW Flight Details
Origin airport
Calgary Intl.
Origin airport IATA code
YYC
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
1396 mi

Frequently asked questions

What airlines fly direct from YYC Calgary International Airport to Chicago Airport?
At the moment there are no airlines flying straight from YYC to Midway Intl. Airport (MDW). Break up the journey with one or two stops to reach Chicago.
How many flights are there from YYC to MDW?
Around 3 flights operate each day from Calgary, AB (YYC-Calgary Intl.) to Chicago, IL (MDW-Midway Intl.). Fasten your safety belt because your plane to Chicago is ready to leave.
How long does it take to fly from Calgary, AB (YYC-Calgary Intl.) to Chicago, IL (MDW-Midway Intl.)?
It takes some 4 hours and 57 minutes to go from Calgary, AB (YYC-Calgary Intl.) to Chicago, IL (MDW-Midway Intl.). That’s plenty of time to get stuck into your travel journal, do a bit of last-minute trip planning or read about the exciting adventures you can have in Chicago.
What is the flight distance from Calgary, AB (YYC-Calgary Intl.) to Chicago, IL (MDW-Midway Intl.)?
Around 1,400 miles (2,300 1). If you travel regularly and have gathered a decent amount of air miles, this medium-haul trip may be the right time to use some for an upgrade.
How many morning flights are there from YYC to MDW?
There are approximately 25 morning flights journeying from YYC to MDW every week. WestJet (WS) offers 18 weekly flights that leave before midday. For those who wake up early, catch the first flight at 12:30AM.
How many afternoon flights are there from YYC to MDW?
There are 1 afternoon and evening flights from YYC to MDW per week. United Airlines (UA) has 1 weekly departures after midday, with the first one taking off at 12:40PM.
What is the earliest departure time out of Calgary to Chicago?
The earliest flight takes off from YYC at 12:30AM and lands at MDW at 11:50PM. You’ll want to give yourself enough time in the morning to make it to the check-in counter.
What is the latest departure time out of Calgary to Chicago?
The last flight departs YYC at 12:40PM and touches down at 1:00PM at MDW. You’ll have plenty of time to get ready for this journey.
What is the average price from Calgary to Chicago?
Flights from YYC to MDW are available for around $215. Get in quick, because fantastic fares always go quickly! This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Calgary to Chicago Flights

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We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Calgary to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.