Browse by airline

A fast, easy-to-use flight route finder

Type in your origin and destination city and we will give you the best flight route options based on flight time and connection time along with airline and airports delays.

Flights from Calgary to Chicago – Airlines & connecting routes

Show flight options Codeshare flights Show map Price search

YYC to MDW flights and routes map YYC to MDW – All flight route options from Calgary International, Canada to Chicago Midway International, Illinois, USA. These flights are operated by Delta Air Lines & WestJet through 2 different flight connections. The shortest flight time is 5 hours and 21 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
Canada YYC Calgary Calgary, AB, Canada
USA MDW Chicago Midway , IL, USA
YYC
Calgary
CanadaCalgary, AB, Canada
Chicago Midway
USAChicago, IL, USA
MDW

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 21m

Via Minneapolis MSP
1 stop with Delta Air Lines.
5h 21m
2 flights per day.
SHOW SCHEDULE

1 stop route options with codeshare or different airlines:

Duration

Via Minneapolis MSP With WestJet & Delta Air Lines 2 flights per day.
CODESHARE

SHOW SCHEDULE
5h 23m

Via Minneapolis MSP
5h 23m
With WestJet & Delta Air Lines 2 flights per day.
CODESHARE
SHOW SCHEDULE
Via Detroit DTW 1 stop with Delta Air Lines. 0-1 flights per day.
CODESHARE

SHOW SCHEDULE
8h 22m

Via Detroit DTW
8h 22m
1 stop with Delta Air Lines. 0-1 flights per day.
CODESHARE
SHOW SCHEDULE
SELECT DATE & CHECK PRICE
Find the best prices on hotels and car rental near Chicago Midway

We got great deals on hotels and car rentals near the airport.

Midway Airport HOTEL PRICES
Midway Airport CAR-RENTAL
Ad

Calgary to Chicago flights

With over 30 flights every week and 2 different airlines you have a wide range of options. While flying to Chicago from Calgary you will be doing a stopover in either Minneapolis (MSP) or Detroit (DTW).

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

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

Calgary to Chicago with Delta Air Lines

If you fly from Calgary with Delta Air Lines you will do a stopover in Minneapolis, MSP before reaching Chicago. This flight trip will take 5 hours and 21 minutes and you can fly every weekday with departures at 06:35, 06:40 or 06:45. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Calgary International to Midway International Airport

The shortest flight time between YYC and MDW is 5 hours and 21 minutes.

ViaTotal flight timeLayover timeDistance
MSP Minneapolis5h 21m1h 1m1404 miles (2259 km)
DTW Detroit8h 22m3h 18m1802 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.
Ad
Calgary - Chicago route map and flight paths
CHECK PRICES FOR YYC - MDW
Quick copy and share this page
URL copied to clipboard!
Ad
Show all destinations from YYC Show all destinations from MDW

From Calgary to USA

Below is a list of other destinations to USA from Calgary International with either direct flights or 1 stop connections.


From Canada to Chicago

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

The fastest way to fly from Calgary (YYC) to Chicago (MDW) is via Minneapolis and it will take about 5 hours and 21 minutes. The second fastest route is via Detroit and will take 8 hours and 22 minutes.

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

The flight time between Calgary (YYC) and Chicago Midway International (MDW) via Minneapolis St Paul International, MSP is 5 hours and 21 minutes.

No. But you can get a 1 stop ticket via Minneapolis or Detroit to Chicago (MDW) 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.
Ad
Search price