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Calgary (YYC) - Chicago (CHI)

Here is the updated flight timetable for Calgary (YYC) - Chicago (CHI) for 2025. Click on your desired route or flight to see detailed timetables and additional information.

The timetable shows local time!

AA 1633 Calgary — Chicago
American Airlines Boeing 737
Departure
06:15
Calgary
Flight time: 3 h 25 min
Arrival
10:40
O'Hare

Schedule: 5 July.

AA 1633 Calgary — Chicago
American Airlines Boeing 737-800
Departure
06:29
Calgary
Flight time: 3 h 25 min
Arrival
10:54
O'Hare

Schedule: 6 August.

AA 1633 Calgary — Chicago
American Airlines Boeing 737
Departure
06:29
Calgary
Flight time: 3 h 25 min
Arrival
10:54
O'Hare

Schedule: daily from 06.06 to 06.10, except for 05.07, 06.08.

UA 2048 Calgary — New York
United Airlines Boeing 737-800
Departure
08:30
Calgary
Flight time: 3 h 33 min
Arrival
13:03
O'Hare

Schedule: daily from 19.08 to 24.09.

UA 2048 Calgary — Chicago
United Airlines Airbus А320
Departure
08:30
Calgary
Flight time: 3 h 33 min
Arrival
13:03
O'Hare

Schedule: 7, 14, 21 June.

UA 2048 Calgary — Washington
United Airlines Boeing 737-700
Departure
08:30
Calgary
Flight time: 3 h 31 min
Arrival
13:01
O'Hare

Schedule: daily, except for Saturday, Sunday from 27.06 to 18.08.

UA 2048 Calgary — Washington
United Airlines Airbus A319
Departure
08:30
Calgary
Flight time: 3 h 33 min
Arrival
13:03
O'Hare

Schedule: 3, 4, 5, 6, 8, 9, 10, 11, 12, 13, 15, 16, 17, 18, 19, 20, 22, 23, 24, 25 June, ….

UA 2048 Calgary — New York
United Airlines Boeing 737
Departure
08:30
Calgary
Flight time: 3 h 31 min
Arrival
13:01
O'Hare

Schedule: 26 June.

UA 2048 Calgary — New York
United Airlines Airbus A319
Departure
08:30
Calgary
Flight time: 3 h 33 min
Arrival
13:03
O'Hare

Schedule: 3, 4, 5, 6, 8, 9, 10, 11, 12, 13, 15, 16, 17, 18, 19, 20, 22, 23, 24, 25 June, ….

UA 2048 Calgary — New York
United Airlines Boeing 737-700
Departure
08:30
Calgary
Flight time: 3 h 31 min
Arrival
13:01
O'Hare

Schedule: daily, except for Saturday, Sunday from 27.06 to 18.08.

WS 1610 Calgary — Chicago
Westjet Boeing 737
Departure
11:30
Calgary
Flight time: 3 h 25 min
Arrival
15:55
O'Hare

Schedule: Monday, Thursday, Sunday from 26.10 to 23.03.

WS 1588 Calgary — Chicago
Westjet Boeing 737-800
Departure
12:15
Calgary
Flight time: 3 h 28 min
Arrival
16:43
O'Hare

Schedule: 22, 29 September.

WS 1588 Calgary — Chicago
Westjet Boeing 737-800
Departure
12:15
Calgary
Flight time: 3 h 28 min
Arrival
16:43
O'Hare

Schedule: 2, 3, 4, 5, 6, 8, 10, 11, 12, 17, 18, 19, 24, 25, 26, 27 September, 1, 3, 5, 9 October, ….

WS 1588 Calgary — Chicago
Westjet Boeing 737-700
Departure
12:15
Calgary
Flight time: 3 h 28 min
Arrival
16:43
O'Hare

Schedule: 14, 15, 21, 28 September, 6, 19, 20 October.

WS 1588 Calgary — Chicago
Westjet Boeing 737-700
Departure
12:15
Calgary
Flight time: 3 h 29 min
Arrival
16:44
O'Hare

Schedule: 3, 5, 6, 10, 11, 15, 16, 17, 18, 21, 23, 25, 26, 27, 30 June, 3, 4, 7, 10, 11 July, ….

WS 1588 Calgary — Chicago
Westjet Boeing 737
Departure
12:15
Calgary
Flight time: 3 h 29 min
Arrival
16:44
O'Hare

Schedule: 7, 9, 12, 22, 28 June, 1, 6, 8, 9, 15, 22, 23, 28, 29, 30 July, 1, 5, 6, 10, 12 August, ….

WS 1588 Calgary — Chicago
Westjet Boeing 737-800
Departure
12:15
Calgary
Flight time: 3 h 29 min
Arrival
16:44
O'Hare

Schedule: 4, 8, 13, 14, 19, 20, 24, 29 June, 2, 5, 14 July, 2, 11, 25 August.

WS 1588 Calgary — Chicago
Westjet Boeing 737
Departure
12:15
Calgary
Flight time: 3 h 28 min
Arrival
16:43
O'Hare

Schedule: 1, 7, 9, 13, 16, 20, 23, 30 September, 2, 4, 12 October.

WS 1588 Calgary — Chicago
Westjet Boeing 737-800
Departure
12:15
Calgary
Flight time: 3 h 29 min
Arrival
16:44
O'Hare

Schedule: 16 July, 24 August.

UA 1655 Calgary — Chicago
United Airlines Boeing 737-700
Departure
12:30
Calgary
Flight time: 3 h 20 min
Arrival
16:50
O'Hare

Schedule: daily from 26.10 to 25.03.

UA 1655 Calgary — Dallas
United Airlines Boeing 737-700
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22 June, ….

UA 1655 Calgary — Washington
United Airlines Boeing 737-700
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22 June, ….

UA 1655 Calgary — Washington
United Airlines Airbus A319
Departure
12:38
Calgary
Flight time: 3 h 34 min
Arrival
17:12
O'Hare

Schedule: Friday, Sunday from 27.06 to 17.08.

UA 1655 Calgary — Washington
United Airlines Boeing 737-800
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: Tuesday from 01.07 to 12.08.

UA 1655 Calgary — Charlotte
United Airlines Boeing 737-700
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22 June, ….

UA 1655 Calgary — Charlotte
United Airlines Boeing 737-700
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22 June, ….

UA 1655 Calgary — Jacksonville
United Airlines Boeing 737-800
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: Tuesday from 01.07 to 12.08.

UA 1655 Calgary — Jacksonville
United Airlines Airbus A319
Departure
12:38
Calgary
Flight time: 3 h 34 min
Arrival
17:12
O'Hare

Schedule: Friday, Sunday from 27.06 to 17.08.

UA 1655 Calgary — Jacksonville
United Airlines Airbus A319
Departure
12:38
Calgary
Flight time: 3 h 34 min
Arrival
17:12
O'Hare

Schedule: Friday, Sunday from 27.06 to 17.08.

UA 1655 Calgary — Jacksonville
United Airlines Airbus A319
Departure
12:38
Calgary
Flight time: 3 h 34 min
Arrival
17:12
O'Hare

Schedule: Friday, Sunday from 27.06 to 17.08.

UA 1655 Calgary — Chicago
United Airlines Airbus A319
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 1655 Calgary — Jacksonville
United Airlines Boeing 737-700
Departure
12:38
Calgary
Flight time: 3 h 32 min
Arrival
17:10
O'Hare

Schedule: 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22 June, ….

AA 3777 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
13:14
Calgary
Flight time: 3 h 31 min
Arrival
17:45
O'Hare

Schedule: daily from 12.02.

AA 3777 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
13:14
Calgary
Flight time: 3 h 31 min
Arrival
17:45
O'Hare

Schedule: daily from 12.02.

AA 3979 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
13:18
Calgary
Flight time: 3 h 30 min
Arrival
17:48
O'Hare

Schedule: 3, 4 June.

AA 3979 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
13:18
Calgary
Flight time: 3 h 30 min
Arrival
17:48
O'Hare

Schedule: 3, 4 June.

AA 2389 Chicago — Chicago
American Airlines Boeing 737
Departure
13:27
Calgary
Flight time: 3 h 25 min
Arrival
17:52
O'Hare

Schedule: 5, 6, 8, 9, 10, 11, 12, 13, 15, 16, 17, 18, 19, 20, 22, 23, 24, 25, 26, 27 June, ….

AA 2389 Calgary — Chicago
American Airlines Boeing 737
Departure
13:28
Calgary
Flight time: 3 h 25 min
Arrival
17:53
O'Hare

Schedule: 9, 16, 23, 30 August.

AA 2389 Chicago — Chicago
American Airlines Boeing 737
Departure
13:29
Calgary
Flight time: 3 h 25 min
Arrival
17:54
O'Hare

Schedule: 7, 14, 21, 28 June, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 September, ….

AA 2389 Chicago — Chicago
American Airlines Boeing 737-800
Departure
13:29
Calgary
Flight time: 3 h 25 min
Arrival
17:54
O'Hare

Schedule: daily, except for Saturday from 06.08 to 02.09.

AA 2389 Chicago — Chicago
American Airlines Boeing 737
Departure
13:29
Calgary
Flight time: 3 h 25 min
Arrival
17:54
O'Hare

Schedule: 7, 14, 21, 28 June, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 September, ….

AA 2389 Chicago — Chicago
American Airlines Boeing 737-800
Departure
13:29
Calgary
Flight time: 3 h 25 min
Arrival
17:54
O'Hare

Schedule: daily, except for Saturday from 06.08 to 02.09.