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Flights from Chicago to Calgary – Airlines & connecting routes

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MDW to YYC flights and routes map MDW to YYC – All flight route options from Chicago Midway International, Illinois, USA to Calgary International, Canada. These flights are operated by Delta Air Lines & WestJet through 2 different flight connections. The shortest flight time is 5 hours and 23 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA MDW Chicago Midway Chicago, IL, USA
Canada YYC Calgary , AB, Canada
MDW
Chicago Midway
USAChicago, IL, USA
Calgary
CanadaCalgary, AB, Canada
YYC
No direct flights found
3 routes with 1 stop found »
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1 stop route options with the same airline:

Duration

Via Minneapolis MSP
1 stop with Delta Air Lines. 2 flights per day.

SHOW SCHEDULE
5h 23m

Via Minneapolis MSP
1 stop with Delta Air Lines.
5h 23m
2 flights per day.
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1 stop route options with codeshare or different airlines:

Duration

Via Detroit DTW 1 stop with WestJet. 2 flights per day.
CODESHARE

SHOW SCHEDULE
6h 24m

Via Detroit DTW
6h 24m
1 stop with WestJet. 2 flights per day.
CODESHARE
SHOW SCHEDULE
Via Minneapolis MSP With Delta Air Lines & WestJet 2 flights per day.
CODESHARE

SHOW SCHEDULE
8h 00m

Via Minneapolis MSP
8h 00m
With Delta Air Lines & WestJet 2 flights per day.
CODESHARE
SHOW SCHEDULE
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Chicago to Calgary flights

With over 61 flights every week and 2 different airlines you have a wide range of options. While flying to Calgary from Chicago you will be doing a stopover in either Minneapolis (MSP) or Detroit (DTW).

Are there any non-stop flights from MDW to YYC?

There are no direct or non-stop flights from Chicago Midway International, MDW to Calgary International, YYC.

Chicago to Calgary with Delta Air Lines

If you fly from Chicago with Delta Air Lines you will do a stopover in Minneapolis, MSP before reaching Calgary. This flight trip will take 5 hours and 23 minutes and you can fly every weekday with departures between 9:00 am and 2:00 pm. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Midway International Airport to Calgary International

The shortest flight time between MDW and YYC is 5 hours and 23 minutes.

ViaTotal flight timeLayover timeDistance
MSP Minneapolis5h 23m41m1404 miles (2259 km)
DTW Detroit6h 24m4h 45m1802 miles (2899 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.MDW-YYC flight routesChicago to Calgary flight routes illustrated on a map.
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Chicago - Calgary route map and flight paths
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Show all destinations from MDW Show all destinations from YYC
From Chicago to Canada

Below is a list of other destinations to Canada from Chicago Midway International with either direct flights or 1 stop connections.

From USA to Calgary

Below is a list of other cities in USA with flights to Calgary with either non-stop or connecting flights.

The fastest way to fly from Chicago (MDW) to Calgary (YYC) is via Minneapolis and it will take about 5 hours and 23 minutes. The second fastest route is via Detroit and will take 6 hours and 24 minutes.

You can fly with Delta Air Lines or WestJet from Chicago to Calgary.

The flight time between Chicago Midway (MDW) and Calgary International (YYC) via Minneapolis St Paul International, MSP is 5 hours and 23 minutes.

No. But you can get a 1 stop ticket via Minneapolis or Detroit to Calgary (YYC) instead.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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