American Airlines flights from Kansas City to Chicago

Recent searches for flights from Kansas City to Chicago

Aug 2026
From$236*
Updated: 5 hours ago
Round tripIEconomy
Sep 2026
From$236*
Updated: 5 hours ago
Round tripIEconomy
Oct 2026
From$255*
Updated: 5 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $236
cmp-daily-histogram-bars-legend-max-price-aria-label $467
Displaying fares for August-2026
  • MCI–ORD, 08/05/26 – 08/12/26: From $429
    05

    We

    AUG

  • MCI–ORD, 08/06/26 – 08/13/26: From $467
    06

    Th

  • MCI–CHI, 08/07/26 – 08/14/26: From $467
    07

    Fr

  • MCI–ORD, 08/08/26 – 08/15/26: From $429
    08

    Sa

  • MCI–ORD, 08/09/26 – 08/16/26: From $467
    09

    Su

  • MCI–ORD, 08/10/26 – 08/17/26: From $467
    10

    Mo

  • MCI–ORD, 08/11/26 – 08/12/26: From $403
    11

    Tu

  • MCI–ORD, 08/12/26 – 08/19/26: From $429
    12

    We

  • MCI–CHI, 08/13/26 – 08/16/26: From $443
    13

    Th

  • MCI–CHI, 08/14/26 – 08/16/26: From $443
    14

    Fr

  • MCI–ORD, 08/15/26 – 08/22/26: From $429
    15

    Sa

  • MCI–ORD, 08/16/26 – 08/23/26: From $464
    16

    Su

  • MCI–ORD, 08/17/26 – 08/18/26: From $448
    17

    Mo

  • MCI–ORD, 08/18/26 – 08/25/26: From $342
    18

    Tu

  • MCI–CHI, 08/19/26 – 08/26/26: From $342
    19

    We

  • MCI–ORD, 08/20/26 – 08/27/26: From $358
    20

    Th

  • MCI–ORD, 08/21/26 – 08/28/26: From $384
    21

    Fr

  • MCI–CHI, 08/22/26 – 08/29/26: From $342
    22

    Sa

  • MCI–ORD, 08/23/26 – 08/28/26: From $384
    23

    Su

  • MCI–ORD, 08/24/26 – 08/25/26: From $255
    24

    Mo

  • MCI–CHI, 08/25/26 – 09/01/26: From $255
    25

    Tu

  • MCI–CHI, 08/26/26 – 09/02/26: From $255
    26

    We

  • MCI–ORD, 08/27/26 – 09/03/26: From $255
    27

    Th

  • MCI–CHI, 08/28/26 – 09/04/26: From $307
    28

    Fr

  • MCI–CHI, 08/29/26 – 09/05/26: From $236
    29

    Sa

  • MCI–CHI, 08/30/26 – 09/06/26: From $298
    30

    Su

  • MCI–ORD, 08/31/26 – 09/07/26: From $255
    31

    Mo

  • MCI–CHI: cmp-view-offers-disclaimer. Find Offers
    01

    Tu

    SEP

  • MCI–ORD, 09/02/26 – 09/09/26: From $255
    02

    We

  • MCI–ORD, 09/03/26 – 09/08/26: From $255
    03

    Th

  • MCI–ORD, 09/04/26 – 09/11/26: From $262
    04

    Fr

    • range$236-$467

    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 Kansas City to Chicago flights

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    Kansas City (MCI)to

    Chicago (ORD)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $236Fare subject to changes
    Updated: 5 hours ago

    Kansas City (MCI)to

    Chicago (ORD)
    08/29/26 - 09/05/26

    Round trip

    Economy

    from
    $236Fare subject to changes
    Updated: 5 hours ago

    Kansas City (MCI)to

    Chicago (ORD)
    09/05/26 - 09/07/26

    Round trip

    Economy

    from
    $236Fare subject to changes
    Updated: 8 hours ago

    Kansas City (MCI)to

    Chicago (ORD)
    09/07/26 - 09/14/26

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 5 hours ago

    Kansas City (MCI)to

    Chicago (ORD)
    09/09/26 - 09/16/26

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 5 hours ago

    Kansas City (MCI)to

    Chicago (ORD)
    09/10/26 - 09/17/26

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 5 hours ago

    Kansas City (MCI)to

    Chicago (ORD)
    09/12/26 - 09/19/26

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 5 hours ago

    Kansas City (MCI)to

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

    Round trip

    Economy

    from
    $255Fare 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 Kansas City to Chicago

    Looking for lower fares on your trip from Kansas City 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 Kansas City to Chicago