American Airlines flights from Chicago to Calgary

Recent searches for flights from Chicago to Calgary

Aug 2026
From$380*
Updated: 3 hours ago
Round tripIEconomy
Sep 2026
From$324*
Updated: 23 hours ago
Round tripIEconomy
Oct 2026
From$331*
Updated: 3 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $366
cmp-daily-histogram-bars-legend-max-price-aria-label $641
Displaying fares for August-2026
  • ORD–YYC, 08/13/26 – 08/20/26: From $408
    13

    Th

    AUG

  • ORD–YYC, 08/14/26 – 08/21/26: From $497
    14

    Fr

  • ORD–YYC, 08/15/26 – 08/22/26: From $555
    15

    Sa

  • ORD–YYC, 08/16/26 – 08/23/26: From $497
    16

    Su

  • ORD–YYC, 08/17/26 – 08/24/26: From $497
    17

    Mo

  • ORD–YYC, 08/18/26 – 08/25/26: From $497
    18

    Tu

  • ORD–YYC, 08/19/26 – 08/26/26: From $409
    19

    We

  • ORD–YYC, 08/20/26 – 08/27/26: From $468
    20

    Th

  • ORD–YYC, 08/21/26 – 08/28/26: From $477
    21

    Fr

  • ORD–YYC, 08/22/26 – 08/29/26: From $511
    22

    Sa

  • ORD–YYC, 08/23/26 – 08/30/26: From $468
    23

    Su

  • ORD–YYC, 08/24/26 – 08/31/26: From $423
    24

    Mo

  • ORD–YYC, 08/25/26 – 09/01/26: From $380
    25

    Tu

  • ORD–YYC, 08/26/26 – 08/30/26: From $408
    26

    We

  • ORD–YYC, 08/27/26 – 08/30/26: From $393
    27

    Th

  • ORD–YYC, 08/28/26 – 09/04/26: From $472
    28

    Fr

  • ORD–YYC, 08/29/26 – 09/05/26: From $462
    29

    Sa

  • ORD–YYC, 08/30/26 – 09/06/26: From $462
    30

    Su

  • ORD–YYC, 08/31/26 – 09/07/26: From $391
    31

    Mo

  • ORD–YYC, 09/01/26 – 09/08/26: From $444
    01

    Tu

    SEP

  • ORD–YYC, 09/02/26 – 09/09/26: From $475
    02

    We

  • ORD–YYC, 09/03/26 – 09/10/26: From $477
    03

    Th

  • ORD–YYC, 09/04/26 – 09/11/26: From $641
    04

    Fr

  • ORD–YYC, 09/05/26 – 09/12/26: From $511
    05

    Sa

  • ORD–YYC, 09/06/26 – 09/07/26: From $498
    06

    Su

  • ORD–YYC, 09/07/26 – 09/14/26: From $563
    07

    Mo

  • ORD–YYC, 09/08/26 – 09/15/26: From $483
    08

    Tu

  • ORD–YYC, 09/09/26 – 09/16/26: From $366
    09

    We

  • ORD–YYC, 09/10/26 – 09/17/26: From $389
    10

    Th

  • ORD–YYC, 09/11/26 – 09/18/26: From $430
    11

    Fr

  • ORD–YYC, 09/12/26 – 09/19/26: From $457
    12

    Sa

    • range$366-$641

    DisclaimerFares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Fares listed may be Basic Economy, which class is subject to additional terms and conditions. Additional baggage fees and charges for optional products and services may apply.

    Find deals on Chicago to Calgary flights

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    Chicago (ORD)to

    Calgary (YYC)
    11/26/26 - 12/03/26

    Round trip

    Economy

    from
    $326Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Calgary (YYC)
    11/27/26 - 12/04/26

    Round trip

    Economy

    from
    $326Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Calgary (YYC)
    10/23/26 - 10/30/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Calgary (YYC)
    10/22/26 - 10/29/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Calgary (YYC)
    10/24/26 - 10/31/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Calgary (YYC)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Calgary (YYC)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $341Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Calgary (YYC)
    12/01/26 - 12/08/26

    Round trip

    Economy

    from
    $349Fare subject to changes
    Updated: 3 hours ago

    *Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

    Finding cheap flights from Chicago to Calgary

    Looking for lower fares on your trip from Chicago to Calgary? Here are a few ways to save.

    • Book early: Booking 1 to 3 months ahead can help you find lower fares
    • Be flexible with dates: Midweek travel, like Tuesdays and Wednesdays, can be more affordable
    • Travel during less busy periods: Flying outside peak travel times can help find lower fares and avoid crowds

    Earn up to $500 back on your next American Airlines flight plus, 30,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.

    Upgrade your flight with Main Cabin Extra

    Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

    • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
    • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
    • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Chicago to Calgary