American Airlines flights from Anchorage to Chicago

Recent searches for flights from Anchorage to Chicago

Sep 2026
From$491*
Updated: 4 minutes ago
Round tripIEconomy
Oct 2026
From$483*
Updated: 4 minutes ago
Round tripIEconomy
Nov 2026
From$503*
Updated: 4 minutes ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $491
cmp-daily-histogram-bars-legend-max-price-aria-label $1.5K
Displaying fares for September-2026
  • ANC–ORD: cmp-view-offers-disclaimer. Find Offers
    04

    Fr

    SEP

  • ANC–ORD, 09/05/26 – 09/12/26: From $635
    05

    Sa

  • ANC–ORD, 09/06/26 – 09/13/26: From $625
    06

    Su

  • ANC–ORD, 09/07/26 – 09/14/26: From $539
    07

    Mo

  • ANC–ORD, 09/08/26 – 09/15/26: From $682
    08

    Tu

  • ANC–ORD, 09/09/26 – 09/16/26: From $682
    09

    We

  • ANC–ORD, 09/10/26 – 09/17/26: From $783
    10

    Th

  • ANC–ORD, 09/11/26 – 09/18/26: From $1,136
    11

    Fr

  • ANC–ORD, 09/12/26 – 09/19/26: From $976
    12

    Sa

  • ANC–ORD, 09/13/26 – 09/20/26: From $966
    13

    Su

  • ANC–ORD, 09/14/26 – 09/21/26: From $1,034
    14

    Mo

  • ANC–ORD, 09/15/26 – 09/29/26: From $873
    15

    Tu

  • ANC–ORD, 09/16/26 – 09/23/26: From $1,490
    16

    We

  • ANC–ORD, 09/17/26 – 09/24/26: From $883
    17

    Th

  • ANC–ORD, 09/18/26 – 09/25/26: From $829
    18

    Fr

  • ANC–ORD, 09/19/26 – 09/26/26: From $602
    19

    Sa

  • ANC–ORD, 09/20/26 – 09/27/26: From $562
    20

    Su

  • ANC–ORD, 09/21/26 – 09/28/26: From $576
    21

    Mo

  • ANC–ORD, 09/22/26 – 09/29/26: From $519
    22

    Tu

  • ANC–ORD, 09/23/26 – 09/30/26: From $519
    23

    We

  • ANC–ORD, 09/24/26 – 10/01/26: From $576
    24

    Th

  • ANC–ORD, 09/25/26 – 10/02/26: From $499
    25

    Fr

  • ANC–ORD, 09/26/26 – 10/03/26: From $499
    26

    Sa

  • ANC–ORD, 09/27/26 – 10/04/26: From $499
    27

    Su

  • ANC–ORD, 09/28/26 – 10/05/26: From $586
    28

    Mo

  • ANC–ORD, 09/29/26 – 10/06/26: From $529
    29

    Tu

  • ANC–ORD, 09/30/26 – 10/07/26: From $491
    30

    We

  • ANC–ORD, 10/01/26 – 10/08/26: From $491
    01

    Th

    OCT

  • ANC–ORD: cmp-view-offers-disclaimer. Find Offers
    02

    Fr

  • ANC–ORD: cmp-view-offers-disclaimer. Find Offers
    03

    Sa

    • range$491-$1,490

    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 Anchorage to Chicago flights

    $
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    Anchorage (ANC)to

    Chicago (ORD)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $483Fare subject to changes
    Updated: 4 minutes ago

    Anchorage (ANC)to

    Chicago (ORD)
    10/06/26 - 10/13/26

    Round trip

    Economy

    from
    $483Fare subject to changes
    Updated: 4 minutes ago

    Anchorage (ANC)to

    Chicago (ORD)
    10/14/26 - 10/21/26

    Round trip

    Economy

    from
    $483Fare subject to changes
    Updated: 4 minutes ago

    Anchorage (ANC)to

    Chicago (ORD)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $483Fare subject to changes
    Updated: 4 minutes ago

    Anchorage (ANC)to

    Chicago (ORD)
    10/22/26 - 10/29/26

    Round trip

    Economy

    from
    $483Fare subject to changes
    Updated: 4 minutes ago

    Anchorage (ANC)to

    Chicago (ORD)
    10/13/26 - 10/20/26

    Round trip

    Economy

    from
    $483Fare subject to changes
    Updated: 4 minutes ago

    Anchorage (ANC)to

    Chicago (ORD)
    09/30/26 - 10/07/26

    Round trip

    Economy

    from
    $491Fare subject to changes
    Updated: 4 minutes ago

    Anchorage (ANC)to

    Chicago (ORD)
    10/01/26 - 10/08/26

    Round trip

    Economy

    from
    $491Fare subject to changes
    Updated: 4 minutes 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 Anchorage to Chicago

    Looking for lower fares on your trip from Anchorage to Chicago? 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

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    American Airlines flights from Anchorage to Chicago