American Airlines flights from Des Moines to Chicago

Recent searches for flights from Des Moines to Chicago

Sep 2026
From$237*
Updated: 5 hours ago
Round tripIEconomy
Oct 2026
From$237*
Updated: 5 hours ago
Round tripIEconomy
Nov 2026
From$237*
Updated: 5 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $237
cmp-daily-histogram-bars-legend-max-price-aria-label $547
Displaying fares for September-2026
  • DSM–ORD, 09/02/26 – 09/15/26: From $497
    02

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    SEP

  • DSM–ORD, 09/03/26 – 09/10/26: From $547
    03

    Th

  • DSM–ORD, 09/04/26 – 09/11/26: From $547
    04

    Fr

  • DSM–ORD, 09/05/26 – 09/12/26: From $547
    05

    Sa

  • DSM–ORD, 09/06/26 – 09/13/26: From $547
    06

    Su

  • DSM–ORD, 09/07/26 – 09/14/26: From $547
    07

    Mo

  • DSM–ORD, 09/08/26 – 09/15/26: From $547
    08

    Tu

  • DSM–ORD, 09/09/26 – 09/16/26: From $480
    09

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  • DSM–ORD, 09/10/26 – 09/17/26: From $480
    10

    Th

  • DSM–ORD, 09/11/26 – 09/18/26: From $480
    11

    Fr

  • DSM–ORD, 09/12/26 – 09/19/26: From $480
    12

    Sa

  • DSM–ORD, 09/13/26 – 09/20/26: From $497
    13

    Su

  • DSM–ORD, 09/14/26 – 09/21/26: From $497
    14

    Mo

  • DSM–ORD, 09/15/26 – 09/22/26: From $497
    15

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  • DSM–ORD, 09/16/26 – 09/23/26: From $342
    16

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  • DSM–ORD, 09/17/26 – 09/24/26: From $342
    17

    Th

  • DSM–ORD, 09/18/26 – 09/25/26: From $354
    18

    Fr

  • DSM–ORD, 09/19/26 – 09/26/26: From $342
    19

    Sa

  • DSM–ORD, 09/20/26 – 09/27/26: From $417
    20

    Su

  • DSM–ORD, 09/21/26 – 09/28/26: From $342
    21

    Mo

  • DSM–ORD, 09/22/26 – 09/29/26: From $342
    22

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  • DSM–ORD, 09/23/26 – 09/30/26: From $237
    23

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  • DSM–ORD, 09/24/26 – 10/01/26: From $237
    24

    Th

  • DSM–ORD, 09/25/26 – 10/02/26: From $261
    25

    Fr

  • DSM–ORD, 09/26/26 – 10/03/26: From $237
    26

    Sa

  • DSM–ORD, 09/27/26 – 10/04/26: From $373
    27

    Su

  • DSM–ORD, 09/28/26 – 10/05/26: From $237
    28

    Mo

  • DSM–ORD, 09/29/26 – 10/06/26: From $237
    29

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  • DSM–ORD: cmp-view-offers-disclaimer. Find Offers
    30

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  • DSM–ORD: cmp-view-offers-disclaimer. Find Offers
    01

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    OCT

    • range$237-$547

    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 Des Moines to Chicago flights

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    Des Moines (DSM)to

    Chicago (ORD)
    10/03/26 - 10/10/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Des Moines (DSM)to

    Chicago (ORD)
    10/08/26 - 10/15/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Des Moines (DSM)to

    Chicago (ORD)
    10/10/26 - 10/17/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Des Moines (DSM)to

    Chicago (ORD)
    10/15/26 - 10/22/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Des Moines (DSM)to

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

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Des Moines (DSM)to

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

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Des Moines (DSM)to

    Chicago (ORD)
    09/28/26 - 10/05/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Des Moines (DSM)to

    Chicago (ORD)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 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 Des Moines to Chicago

    Looking for lower fares on your trip from Des Moines 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 Des Moines to Chicago