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Direct flights from Calgary to Chicago

Airlines Schedules

YYC - ORD route map All flights from YYC to ORD non-stop. There are direct flights from Calgary International (YYC), Canada to Chicago O Hare International (ORD), Illinois, USA with American Airlines, United Airlines and WestJet. 40 weekly departures are currently scheduled on this route. Departure times range from 06:15 to 14:14 depending on the schedule period. The flight distance is 1389 miles (2235 km). Flight time ranges from 2 hours and 35 minutes to 3 hours and 45 minutes.

YYC
Calgary
CanadaCalgary , Canada
ORD
Chicago O Hare
USAChicago , USA
YYC
Calgary
CanadaCalgary , Canada
Chicago O Hare
USAChicago , USA
ORD
Flight time 2h 35min to 3h 45min
Updated Jun 2, 2026
CHANGE DIRECTION

Airlines with non-stop routes:

American Airlines oneworld

Departure times vary between 06:15 and 14:14
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
19 flights/week
19 flights/week

United Airlines Star Alliance

Departure times vary between 08:30 and 12:34
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
14 flights/week
14 flights/week

WestJet Low-cost carrier

Departure times vary between 09:00 and 12:00
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
7 flights/week
7 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Calgary to Chicago with American Airlines

This is a weekly direct flight schedule for American Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
AA1633
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA2389
13:41
13:41
13:41
13:53
13:53
14:14
13:53

The timetable & schedule information was updated at 2026-06-02

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Flight schedule from Calgary to Chicago with United Airlines

This is a weekly direct flight schedule for United Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
UA1968
08:30
08:30
08:30
08:30
08:30
08:30
08:30
UA1655
12:28
12:28
12:28
12:28
12:28
12:28
12:28

The timetable & schedule information was updated at 2026-06-02

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CHECK PRICES
Flight schedule from Calgary to Chicago with WestJet

This is a weekly direct flight schedule for WestJet. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
WS1610
12:00
12:00
12:00
12:00
12:00
12:00
12:00

The timetable & schedule information was updated at 2026-06-02

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CHECK PRICES

Calgary to Chicago scheduled departures

Select a date to see every published non-stop departure between YYC and ORD.

Wednesday
Wed
Jul 01
5 flights(5)
Thursday
Thu
Jul 02
5 flights(5)
Friday
Fri
Jul 03
5 flights(5)
Saturday
Sat
Jul 04
5 flights(5)
Sunday
Sun
Jul 05
5 flights(5)
Monday
Mon
Jul 06
5 flights(5)
Tuesday
Tue
Jul 07
5 flights(5)
Time
Airline
Flight
07:00
American Airlines American Airlines
AA1633
08:30
United Airlines United Airlines
UA1968
12:00
WestJet WestJet
WS1610
12:28
United Airlines United Airlines
UA1655
13:41
American Airlines American Airlines
AA2389
07:00
American Airlines American Airlines
AA1633
08:30
United Airlines United Airlines
UA1968
12:00
WestJet WestJet
WS1610
12:28
United Airlines United Airlines
UA1655
13:53
American Airlines American Airlines
AA2389
07:00
American Airlines American Airlines
AA1633
08:30
United Airlines United Airlines
UA1968
12:00
WestJet WestJet
WS1610
12:28
United Airlines United Airlines
UA1655
13:53
American Airlines American Airlines
AA2389
07:00
American Airlines American Airlines
AA1633
08:30
United Airlines United Airlines
UA1968
12:00
WestJet WestJet
WS1610
12:28
United Airlines United Airlines
UA1655
14:14
American Airlines American Airlines
AA2389
07:00
American Airlines American Airlines
AA1633
08:30
United Airlines United Airlines
UA1968
12:00
WestJet WestJet
WS1610
12:28
United Airlines United Airlines
UA1655
13:53
American Airlines American Airlines
AA2389
07:00
American Airlines American Airlines
AA1633
08:30
United Airlines United Airlines
UA1968
12:00
WestJet WestJet
WS1610
12:28
United Airlines United Airlines
UA1655
13:53
American Airlines American Airlines
AA2389
07:00
American Airlines American Airlines
AA1633
08:30
United Airlines United Airlines
UA1968
12:00
WestJet WestJet
WS1610
12:28
United Airlines United Airlines
UA1655
13:53
American Airlines American Airlines
AA2389
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YYC-ORD flight route
Route map from Calgary, YYC to Chicago, ORD. The distance is 1389 miles or 2235 km.
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Calgary - Chicago direct flight map
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YYC - ORD route facts

  • Distance
    1389 miles (2235 km)
  • Flight time
    2 hours and 35 minutes to 3 hours and 45 minutes
  • Airlines
    American Airlines American Airlines
    United United
    WestJet WestJet
  • Airline alliances
    oneworld Star Alliance Low-cost carrier
  • Cabins
    Economy First Premium Economy
  • Hub airports
    American Airlines: ORD
    United Airlines: ORD (Largest hub.)
    WestJet: YYC
  • Arrival terminals
    American Airlines: Terminal 3
    United Airlines: Terminal 1
    WestJet: Terminal 5
  • Aircraft
    American Airlines: Boeing 737-800 Passenger, Embraer 175 and Boeing 737MAX 8 Passenger
    United Airlines: Boeing 737-800 Passenger, Airbus A320, Airbus A319, Boeing 737-700 Passenger and Boeing 737MAX 8 Passenger
    WestJet: Boeing 737MAX 8 Passenger, Boeing 737-700 (winglets) Passenger/BBJ1 and Boeing 737-800 (winglets) Passenger/BBJ2

Route FAQ

American Airlines, United Airlines and WestJet operate non-stop flights from YYC to ORD with 40 weekly departures.

Scheduled flight time from YYC to ORD ranges from 2 hours and 35 minutes to 3 hours and 45 minutes. The route covers 1389 miles (2235 km).

40 weekly departures are currently scheduled on this route, with published departure times ranging from 06:15 to 14:14 depending on the schedule period.

Arrival terminals: American Airlines: Terminal 3, United Airlines: Terminal 1 and WestJet: Terminal 5.

Economy, First and Premium Economy are currently scheduled on non-stop flights for this route.
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