American Airlines flights from Calgary to Chicago

Recent searches for flights from Calgary to Chicago

Sep 2026
From400CAD*
Updated: 2 hours ago
Round tripIEconomy
Oct 2026
From354CAD*
Updated: 1 hour ago
Round tripIEconomy
Nov 2026
From514CAD*
Updated: 2 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label 400CAD
cmp-daily-histogram-bars-legend-max-price-aria-label 1.2KCAD
Displaying fares for September-2026
  • YYC–ORD: cmp-view-offers-disclaimer. Find Offers
    12

    Sa

    SEP

  • YYC–ORD, 09/13/2026 – 09/20/2026: From 523CAD
    13

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  • YYC–ORD, 09/14/2026 – 09/21/2026: From 582CAD
    14

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  • YYC–ORD, 09/15/2026 – 09/22/2026: From 497CAD
    15

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  • YYC–ORD, 09/16/2026 – 09/23/2026: From 497CAD
    16

    We

  • YYC–ORD, 09/17/2026 – 09/24/2026: From 611CAD
    17

    Th

  • YYC–ORD, 09/18/2026 – 09/25/2026: From 523CAD
    18

    Fr

  • YYC–ORD, 09/19/2026 – 09/26/2026: From 515CAD
    19

    Sa

  • YYC–ORD, 09/20/2026 – 09/27/2026: From 400CAD
    20

    Su

  • YYC–ORD, 09/21/2026 – 09/28/2026: From 515CAD
    21

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  • YYC–ORD, 09/22/2026 – 09/29/2026: From 515CAD
    22

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  • YYC–ORD, 09/23/2026 – 09/30/2026: From 400CAD
    23

    We

  • YYC–ORD, 09/24/2026 – 10/01/2026: From 457CAD
    24

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  • YYC–ORD, 09/25/2026 – 10/02/2026: From 765CAD
    25

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  • YYC–ORD, 09/26/2026 – 10/03/2026: From 667CAD
    26

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  • YYC–ORD, 09/27/2026 – 10/04/2026: From 811CAD
    27

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  • YYC–ORD, 09/28/2026 – 10/05/2026: From 785CAD
    28

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  • YYC–ORD, 09/29/2026 – 10/06/2026: From 536CAD
    29

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  • YYC–ORD, 09/30/2026 – 10/07/2026: From 605CAD
    30

    We

  • YYC–ORD, 10/01/2026 – 10/08/2026: From 1,022CAD
    01

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    OCT

  • YYC–ORD, 10/02/2026 – 10/09/2026: From 862CAD
    02

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  • YYC–ORD, 10/03/2026 – 10/10/2026: From 811CAD
    03

    Sa

  • YYC–ORD, 10/04/2026 – 10/11/2026: From 567CAD
    04

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  • YYC–ORD, 10/05/2026 – 10/12/2026: From 1,175CAD
    05

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  • YYC–ORD, 10/06/2026 – 10/13/2026: From 683CAD
    06

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  • YYC–ORD, 10/07/2026 – 10/14/2026: From 801CAD
    07

    We

  • YYC–ORD, 10/08/2026 – 10/15/2026: From 666CAD
    08

    Th

  • YYC–ORD, 10/09/2026 – 10/16/2026: From 785CAD
    09

    Fr

  • YYC–ORD, 10/10/2026 – 10/17/2026: From 765CAD
    10

    Sa

  • YYC–ORD, 10/11/2026 – 10/18/2026: From 936CAD
    11

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    • range400CAD-1,175CAD

    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 Calgary to Chicago flights

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    *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.

    American Airlines flights from Calgary to Chicago

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