American Airlines flights from Kauai to Chicago

Recent searches for flights from Kauai to Chicago

Sep 2026
From$444*
Updated: 8 hours ago
Round tripIEconomy
Oct 2026
From$444*
Updated: 8 hours ago
Round tripIEconomy
Nov 2026
From$444*
Updated: 8 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $444
cmp-daily-histogram-bars-legend-max-price-aria-label $802
Displaying fares for September-2026
  • LIH–ORD, 09/14/26 – 09/21/26: From $562
    14

    Mo

    SEP

  • LIH–ORD, 09/15/26 – 09/22/26: From $504
    15

    Tu

  • LIH–ORD, 09/16/26 – 09/23/26: From $552
    16

    We

  • LIH–ORD, 09/17/26 – 09/24/26: From $567
    17

    Th

  • LIH–ORD, 09/18/26 – 09/25/26: From $562
    18

    Fr

  • LIH–ORD, 09/19/26 – 09/26/26: From $510
    19

    Sa

  • LIH–ORD, 09/20/26 – 09/27/26: From $480
    20

    Su

  • LIH–ORD, 09/21/26 – 09/28/26: From $532
    21

    Mo

  • LIH–ORD, 09/22/26 – 09/29/26: From $474
    22

    Tu

  • LIH–ORD, 09/23/26 – 09/30/26: From $474
    23

    We

  • LIH–ORD, 09/24/26 – 10/01/26: From $590
    24

    Th

  • LIH–ORD, 09/25/26 – 10/02/26: From $532
    25

    Fr

  • LIH–ORD, 09/26/26 – 10/03/26: From $532
    26

    Sa

  • LIH–ORD, 09/27/26 – 10/04/26: From $502
    27

    Su

  • LIH–ORD, 09/28/26 – 10/05/26: From $444
    28

    Mo

  • LIH–ORD, 09/29/26 – 10/06/26: From $444
    29

    Tu

  • LIH–ORD, 09/30/26 – 10/07/26: From $444
    30

    We

  • LIH–ORD, 10/01/26 – 10/08/26: From $607
    01

    Th

    OCT

  • LIH–ORD, 10/02/26 – 10/09/26: From $674
    02

    Fr

  • LIH–ORD, 10/03/26 – 10/10/26: From $802
    03

    Sa

  • LIH–ORD, 10/04/26 – 10/11/26: From $580
    04

    Su

  • LIH–ORD, 10/05/26 – 10/12/26: From $615
    05

    Mo

  • LIH–ORD, 10/06/26 – 10/13/26: From $560
    06

    Tu

  • LIH–ORD, 10/07/26 – 10/14/26: From $477
    07

    We

  • LIH–ORD, 10/08/26 – 10/15/26: From $560
    08

    Th

  • LIH–ORD, 10/09/26 – 10/16/26: From $444
    09

    Fr

  • LIH–ORD, 10/10/26 – 10/17/26: From $502
    10

    Sa

  • LIH–ORD: cmp-view-offers-disclaimer. Find Offers
    11

    Su

  • LIH–ORD: cmp-view-offers-disclaimer. Find Offers
    12

    Mo

  • LIH–ORD: cmp-view-offers-disclaimer. Find Offers
    13

    Tu

    • range$444-$802

    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 Kauai to Chicago flights

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    Kauai (LIH)to

    Chicago (ORD)
    10/19/26 - 10/26/26

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    10/23/26 - 10/30/26

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

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

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

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

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    12/04/26 - 12/11/26

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    11/01/26 - 11/08/26

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

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

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    11/06/26 - 11/13/26

    Round trip

    Economy

    from
    $444Fare subject to changes
    Updated: 8 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 Kauai to Chicago

    Looking for lower fares on your trip from Kauai 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 Kauai to Chicago