American Airlines flights from Chicago to Harlingen

Recent searches for flights from Chicago to Harlingen

Aug 2026
From$354*
Updated: 4 hours ago
Round tripIEconomy
Sep 2026
From$311*
Updated: 4 hours ago
Round tripIEconomy
Oct 2026
From$311*
Updated: 4 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $311
cmp-daily-histogram-bars-legend-max-price-aria-label $580
Displaying fares for August-2026
  • ORD–HRL, 08/16/26 – 08/23/26: From $443
    16

    Su

    AUG

  • ORD–HRL, 08/17/26 – 08/24/26: From $443
    17

    Mo

  • ORD–HRL, 08/18/26 – 08/25/26: From $369
    18

    Tu

  • ORD–HRL, 08/19/26 – 08/26/26: From $369
    19

    We

  • ORD–HRL, 08/20/26 – 08/27/26: From $443
    20

    Th

  • ORD–HRL, 08/21/26 – 08/28/26: From $443
    21

    Fr

  • ORD–HRL, 08/22/26 – 08/29/26: From $369
    22

    Sa

  • ORD–HRL, 08/23/26 – 08/30/26: From $471
    23

    Su

  • ORD–HRL, 08/24/26 – 08/31/26: From $426
    24

    Mo

  • ORD–HRL, 08/25/26 – 09/01/26: From $369
    25

    Tu

  • ORD–HRL, 08/26/26 – 09/02/26: From $369
    26

    We

  • ORD–HRL, 08/27/26 – 09/03/26: From $547
    27

    Th

  • ORD–HRL, 08/28/26 – 09/04/26: From $426
    28

    Fr

  • ORD–HRL, 08/29/26 – 09/05/26: From $354
    29

    Sa

  • ORD–HRL, 08/30/26 – 09/06/26: From $374
    30

    Su

  • ORD–HRL, 08/31/26 – 09/07/26: From $580
    31

    Mo

  • ORD–HRL, 09/01/26 – 09/08/26: From $354
    01

    Tu

    SEP

  • ORD–HRL, 09/02/26 – 09/09/26: From $354
    02

    We

  • ORD–HRL, 09/03/26 – 09/10/26: From $374
    03

    Th

  • ORD–HRL, 09/04/26 – 09/11/26: From $374
    04

    Fr

  • ORD–HRL, 09/05/26 – 09/12/26: From $336
    05

    Sa

  • ORD–HRL, 09/06/26 – 09/13/26: From $575
    06

    Su

  • ORD–HRL, 09/07/26 – 09/14/26: From $485
    07

    Mo

  • ORD–HRL, 09/08/26 – 09/15/26: From $417
    08

    Tu

  • ORD–HRL, 09/09/26 – 09/16/26: From $322
    09

    We

  • ORD–HRL, 09/10/26 – 09/17/26: From $336
    10

    Th

  • ORD–HRL, 09/11/26 – 09/18/26: From $336
    11

    Fr

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

    Sa

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

    Su

  • ORD–HRL: cmp-view-offers-disclaimer. Find Offers
    14

    Mo

  • ORD–HRL, 09/15/26 – 09/22/26: From $311
    15

    Tu

    • range$311-$580

    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 Chicago to Harlingen flights

    $
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    Chicago (ORD)to

    Harlingen (HRL)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    10/24/26 - 10/31/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    10/27/26 - 11/03/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    10/31/26 - 11/07/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    09/15/26 - 09/22/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    09/26/26 - 10/03/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    10/17/26 - 10/24/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 4 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 Chicago to Harlingen

    Looking for lower fares on your trip from Chicago to Harlingen? 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 Chicago to Harlingen