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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

YYC to ORD flights and routes map YYC to ORD. All flight routes from Calgary International, Canada to Chicago Ohare International, Illinois, USA. These routes are operated by 5 different airlines. You can either fly non-stop or choose from 6 different transit flights. The shortest flight time is 3 hours and 25 minutes.

From
To
Canada YYC Calgary Calgary, AB, Canada
USA ORD Chicago Ohare , IL, USA
YYC
Calgary
CanadaCalgary, AB, Canada
Chicago Ohare
USAChicago, IL, USA
ORD
3 direct routes found »
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10 routes with 1 stop found »
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Non-stop routes:

Duration

American Airlines
Non-stop with American Airlines. 1 flight per day.
Begins in 5/6

SCHEDULE
3h 25m

Begins in 5/6
American Airlines
Non-stop with American Airlines.
3h 25m
1 flight per day.
Begins in 5/6
SCHEDULE
WestJet
Non-stop with WestJet. 1 flight per day.
Begins in 16/5

SCHEDULE
3h 27m

Begins in 16/5
WestJet
Non-stop with WestJet.
3h 27m
1 flight per day.
Begins in 16/5
SCHEDULE
United Airlines
Non-stop with United Airlines. 1-2 flights per day.

SCHEDULE
3h 29m

United Airlines
Non-stop with United Airlines.
3h 29m
1-2 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
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1 stop routes with the same airline:

Duration

Via Minneapolis MSP
1 stop with Delta Air Lines.

SCHEDULE
7h 06m

Via Minneapolis MSP
1 stop with Delta Air Lines.
7h 06m
SCHEDULE
Via Denver DEN
1 stop with United Airlines. 2 flights per day.

SCHEDULE
7h 27m

Via Denver DEN
1 stop with United Airlines.
7h 27m
2 flights per day.
SCHEDULE
Via Salt Lake City SLC
1 stop with Delta Air Lines. 1-2 flights per day.

SCHEDULE
8h 31m

Via Salt Lake City SLC
1 stop with Delta Air Lines.
8h 31m
1-2 flights per day.
SCHEDULE
Via Indianapolis IND
1 stop with United Airlines.
Begins in 27/6

SCHEDULE
10h 10m

Begins in 27/6
Via Indianapolis IND
1 stop with United Airlines.
10h 10m
Begins in 27/6
SCHEDULE
Usually in time
Some delays
Usually delayed
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1 stop routes with codeshare or different airlines:

Duration

Via Detroit DTW 1 stop with Delta Air Lines. 0-1 flights per day.
CODESHARE

SCHEDULE
7h 49m

Via Detroit DTW
7h 49m
1 stop with Delta Air Lines. 0-1 flights per day.
CODESHARE
SCHEDULE
Via Minneapolis MSP With Delta Air Lines & American Airlines

SCHEDULE
8h 25m

Via Minneapolis MSP
8h 25m
With Delta Air Lines & American Airlines
SCHEDULE
Via Winnipeg YWG 1 stop with Air Canada.
Begins in 1/7
CODESHARE

SCHEDULE
8h 25m

Begins in 1/7
Via Winnipeg YWG
8h 25m
1 stop with Air Canada.
Begins in 1/7
CODESHARE
SCHEDULE
Via Denver DEN With Air Canada & American Airlines
CODESHARE

SCHEDULE
8h 40m

Via Denver DEN
8h 40m
With Air Canada & American Airlines
CODESHARE
SCHEDULE
Via Salt Lake City SLC With Delta Air Lines & American Airlines

SCHEDULE
8h 49m

Via Salt Lake City SLC
8h 49m
With Delta Air Lines & American Airlines
SCHEDULE
Via Indianapolis IND With United Airlines & American Airlines
Begins in 27/6

SCHEDULE
12h 34m

Begins in 27/6
Via Indianapolis IND
12h 34m
With United Airlines & American Airlines
Begins in 27/6
SCHEDULE
Usually in time
Some delays
Usually delayed
SELECT DATE & CHECK PRICE
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Calgary to Chicago flights

With over 196 flights every week and 9 different airlines you have a wide option of flights to choose from. You can fly non-stop to Chicago (ORD) from Calgary (YYC) with American Airlines, United Airlines or WestJet but if a stopover option suits you better you can choose to fly via Detroit, Winnipeg or any other of the 6 alternatives with flight connections.

Calgary to Chicago with American Airlines

You can fly non-stop every weekday with flights departing at 13:24 or 13:30. American Airlines is a member of the air alliance OneWorld.

Note Non-stop flights with American Airlines will begin in Jun 2024.

With United Airlines

You can fly non-stop every weekday with flights departing at 7 am, 8 am or 12 noon. You can also take a connecting flight via Denver or Indianapolis. United Airlines is a Star Alliance member.

With WestJet

You can fly non-stop every weekday with flights departing at 12:30.

Note Non-stop flights with WestJet will begin in May 2024.

With Delta Air Lines

If you choose to fly with Delta Air Lines from Calgary to Chicago you can make a transit either via Minneapolis or via Salt Lake City. The route via Minneapolis is 1 hour and 25 minutes faster. Delta Air Lines is a member of SkyTeam.

Miles & flight time: YYC - ORD

The shortest flight time between YYC and ORD is 3 hours and 25 minutes.

ViaTotal flight timeLayover timeMiles
Direct3h 25m-1389 (2235 km)
DTW Detroit7h 49m2h 37m1808 (2909 km)
YWG Winnipeg8h 25m3h 48m1454 (2339 km)
MSP Minneapolis8h 25m4h 12m1389 (2235 km)
DEN Denver8h 40m4h 8m1794 (2887 km)
SLC Salt Lake City8h 49m3h 6m1977 (3181 km)
IND Indianapolis12h 34m2h 50m1731 (2785 km)
The flight times and layover times in the table above are approximate and vary depending on flight number, aircraft, airline, weather and time of day.YYC-ORD flight routesCalgary to Chicago flight routes illustrated on a map.
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Calgary - Chicago route map and flight paths
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Unpublished Flight Rates From Calgary to Chicago
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.

You can fly to Chicago (ORD) from Calgary (YYC) non-stop with American Airlines, United Airlines or WestJet. The flight takes approximately 3 hours and 25 minutes. If you travel with a connecting flight instead, for example via Detroit, the total flight time will be 7 hours and 49 minutes.

If you are interested in direct flights, you can choose from American Airlines, United Airlines or WestJet. If you choose to fly with stops instead you can fly with Delta Air Lines, Air Canada, American Airlines or United Airlines.

The flight time between Calgary, YYC and Chicago Ohare International, ORD, is 3 hours and 25 minutes. The distance is 1794 miles (or 2887 kilometers).

Yes, you can fly non-stop to ORD from YYC with American Airlines, United Airlines or WestJet.

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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