American Airlines flights from Kauai to Chicago

Recent searches for flights from Kauai to Chicago

Aug 2026
From$432*
Updated: 8 hours ago
Round tripIEconomy
Sep 2026
From$444*
Updated: 8 hours ago
Round tripIEconomy
Oct 2026
From$444*
Updated: 8 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $432
cmp-daily-histogram-bars-legend-max-price-aria-label $929
Displaying fares for August-2026
  • LIH–ORD: cmp-view-offers-disclaimer. Find Offers
    04

    Tu

    AUG

  • LIH–ORD, 08/05/26 – 08/12/26: From $504
    05

    We

  • LIH–ORD, 08/06/26 – 08/13/26: From $504
    06

    Th

  • LIH–ORD, 08/07/26 – 08/14/26: From $871
    07

    Fr

  • LIH–ORD, 08/08/26 – 08/15/26: From $929
    08

    Sa

  • LIH–ORD, 08/09/26 – 08/16/26: From $802
    09

    Su

  • LIH–ORD, 08/10/26 – 08/17/26: From $504
    10

    Mo

  • LIH–ORD, 08/11/26 – 08/18/26: From $474
    11

    Tu

  • LIH–ORD, 08/12/26 – 08/19/26: From $474
    12

    We

  • LIH–ORD, 08/13/26 – 08/20/26: From $562
    13

    Th

  • LIH–ORD, 08/14/26 – 08/21/26: From $722
    14

    Fr

  • LIH–ORD, 08/15/26 – 08/22/26: From $722
    15

    Sa

  • LIH–ORD, 08/16/26 – 08/23/26: From $474
    16

    Su

  • LIH–ORD, 08/17/26 – 08/24/26: From $532
    17

    Mo

  • LIH–ORD, 08/18/26 – 08/25/26: From $438
    18

    Tu

  • LIH–ORD, 08/19/26 – 08/26/26: From $468
    19

    We

  • LIH–ORD, 08/20/26 – 08/27/26: From $444
    20

    Th

  • LIH–ORD, 08/21/26 – 08/28/26: From $502
    21

    Fr

  • LIH–ORD, 08/22/26 – 08/29/26: From $532
    22

    Sa

  • LIH–ORD, 08/23/26 – 08/30/26: From $438
    23

    Su

  • LIH–ORD, 08/24/26 – 08/31/26: From $438
    24

    Mo

  • LIH–ORD, 08/25/26 – 09/01/26: From $490
    25

    Tu

  • LIH–ORD, 08/26/26 – 09/02/26: From $432
    26

    We

  • LIH–ORD, 08/27/26 – 09/03/26: From $496
    27

    Th

  • LIH–ORD, 08/28/26 – 09/04/26: From $526
    28

    Fr

  • LIH–ORD, 08/29/26 – 09/05/26: From $526
    29

    Sa

  • LIH–ORD, 08/30/26 – 09/06/26: From $438
    30

    Su

  • LIH–ORD, 08/31/26 – 09/07/26: From $671
    31

    Mo

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

    Tu

    SEP

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

    We

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

    Th

    • range$432-$929

    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

    $
    keyboard_arrow_down

    Kauai (LIH)to

    Chicago (ORD)
    08/26/26 - 09/02/26

    Round trip

    Economy

    from
    $432Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    08/18/26 - 08/25/26

    Round trip

    Economy

    from
    $438Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    08/23/26 - 08/30/26

    Round trip

    Economy

    from
    $438Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    08/24/26 - 08/31/26

    Round trip

    Economy

    from
    $438Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    08/30/26 - 09/06/26

    Round trip

    Economy

    from
    $438Fare subject to changes
    Updated: 8 hours ago

    Kauai (LIH)to

    Chicago (ORD)
    10/04/26 - 10/11/26

    Round trip

    Economy

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

    Kauai (LIH)to

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

    Round trip

    Economy

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

    Kauai (LIH)to

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

    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

    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 Kauai to Chicago