American Airlines flights from Anchorage to Chicago

Recent searches for flights from Anchorage to Chicago

Aug 2026
From$459*
Updated: 6 hours ago
Round tripIEconomy
Sep 2026
From$423*
Updated: 6 hours ago
Round tripIEconomy
Oct 2026
From$433*
Updated: 6 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $459
cmp-daily-histogram-bars-legend-max-price-aria-label $799
Displaying fares for August-2026
  • ANC–ORD, 08/11/26 – 08/18/26: From $499
    11

    Tu

    AUG

  • ANC–ORD, 08/12/26 – 08/19/26: From $509
    12

    We

  • ANC–ORD, 08/13/26 – 08/20/26: From $566
    13

    Th

  • ANC–ORD, 08/14/26 – 08/21/26: From $726
    14

    Fr

  • ANC–ORD, 08/15/26 – 08/22/26: From $736
    15

    Sa

  • ANC–ORD, 08/16/26 – 08/23/26: From $726
    16

    Su

  • ANC–ORD, 08/17/26 – 08/24/26: From $509
    17

    Mo

  • ANC–ORD, 08/18/26 – 08/25/26: From $509
    18

    Tu

  • ANC–ORD, 08/19/26 – 08/26/26: From $499
    19

    We

  • ANC–ORD, 08/20/26 – 08/27/26: From $499
    20

    Th

  • ANC–ORD, 08/21/26 – 08/28/26: From $595
    21

    Fr

  • ANC–ORD, 08/22/26 – 08/29/26: From $726
    22

    Sa

  • ANC–ORD, 08/23/26 – 08/30/26: From $585
    23

    Su

  • ANC–ORD, 08/24/26 – 08/31/26: From $536
    24

    Mo

  • ANC–ORD, 08/25/26 – 09/01/26: From $479
    25

    Tu

  • ANC–ORD, 08/26/26 – 09/02/26: From $479
    26

    We

  • ANC–ORD, 08/27/26 – 09/03/26: From $479
    27

    Th

  • ANC–ORD, 08/28/26 – 09/04/26: From $522
    28

    Fr

  • ANC–ORD, 08/29/26 – 09/05/26: From $799
    29

    Sa

  • ANC–ORD, 08/30/26 – 09/06/26: From $522
    30

    Su

  • ANC–ORD, 08/31/26 – 09/07/26: From $459
    31

    Mo

  • ANC–ORD, 09/01/26 – 09/08/26: From $459
    01

    Tu

    SEP

  • ANC–ORD, 09/02/26 – 09/09/26: From $461
    02

    We

  • ANC–ORD, 09/03/26 – 09/10/26: From $622
    03

    Th

  • ANC–ORD, 09/04/26 – 09/11/26: From $469
    04

    Fr

  • ANC–ORD, 09/05/26 – 09/12/26: From $526
    05

    Sa

  • ANC–ORD, 09/06/26 – 09/13/26: From $516
    06

    Su

  • ANC–ORD, 09/07/26 – 09/14/26: From $518
    07

    Mo

  • ANC–ORD: cmp-view-offers-disclaimer. Find Offers
    08

    Tu

  • ANC–ORD: cmp-view-offers-disclaimer. Find Offers
    09

    We

  • ANC–ORD, 09/10/26 – 09/17/26: From $650
    10

    Th

    • range$459-$799

    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

    $
    keyboard_arrow_down

    Anchorage (ANC)to

    Chicago (ORD)
    09/19/26 - 09/24/26

    Round trip

    Economy

    from
    $441Fare subject to changes
    Updated: 23 hours ago

    Anchorage (ANC)to

    Chicago (ORD)
    09/22/26 - 09/29/26

    Round trip

    Economy

    from
    $423Fare subject to changes
    Updated: 6 hours ago

    Anchorage (ANC)to

    Chicago (ORD)
    09/17/26 - 09/24/26

    Round trip

    Economy

    from
    $423Fare subject to changes
    Updated: 6 hours ago

    Anchorage (ANC)to

    Chicago (ORD)
    09/21/26 - 09/28/26

    Round trip

    Economy

    from
    $423Fare subject to changes
    Updated: 6 hours ago

    Anchorage (ANC)to

    Chicago (ORD)
    09/23/26 - 09/30/26

    Round trip

    Economy

    from
    $423Fare subject to changes
    Updated: 6 hours ago

    Anchorage (ANC)to

    Chicago (ORD)
    09/24/26 - 10/01/26

    Round trip

    Economy

    from
    $423Fare subject to changes
    Updated: 6 hours ago

    Anchorage (ANC)to

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

    Round trip

    Economy

    from
    $433Fare subject to changes
    Updated: 6 hours ago

    Anchorage (ANC)to

    Chicago (ORD)
    09/29/26 - 10/06/26

    Round trip

    Economy

    from
    $433Fare subject to changes
    Updated: 6 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 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

    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 Anchorage to Chicago