American Airlines flights from Chicago to Harlingen

Recent searches for flights from Chicago to Harlingen

Sep 2026
From$325*
Updated: 2 hours ago
Round tripIEconomy
Oct 2026
From$311*
Updated: 2 hours ago
Round tripIEconomy
Nov 2026
From$311*
Updated: 2 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $325
cmp-daily-histogram-bars-legend-max-price-aria-label $683
Displaying fares for September-2026
  • ORD–HRL, 09/07/26 – 09/14/26: From $648
    07

    Mo

    SEP

  • ORD–HRL, 09/08/26 – 09/15/26: From $450
    08

    Tu

  • ORD–HRL, 09/09/26 – 09/16/26: From $369
    09

    We

  • ORD–HRL, 09/10/26 – 09/17/26: From $443
    10

    Th

  • ORD–HRL, 09/11/26 – 09/18/26: From $443
    11

    Fr

  • ORD–HRL, 09/12/26 – 09/19/26: From $369
    12

    Sa

  • ORD–HRL, 09/13/26 – 09/20/26: From $426
    13

    Su

  • ORD–HRL, 09/14/26 – 09/21/26: From $683
    14

    Mo

  • ORD–HRL, 09/15/26 – 09/22/26: From $369
    15

    Tu

  • ORD–HRL, 09/16/26 – 09/23/26: From $398
    16

    We

  • ORD–HRL, 09/17/26 – 09/24/26: From $426
    17

    Th

  • ORD–HRL, 09/18/26 – 09/25/26: From $426
    18

    Fr

  • ORD–HRL, 09/19/26 – 09/26/26: From $369
    19

    Sa

  • ORD–HRL, 09/20/26 – 09/27/26: From $464
    20

    Su

  • ORD–HRL, 09/21/26 – 09/28/26: From $495
    21

    Mo

  • ORD–HRL, 09/22/26 – 09/29/26: From $354
    22

    Tu

  • ORD–HRL, 09/23/26 – 09/30/26: From $354
    23

    We

  • ORD–HRL, 09/24/26 – 10/01/26: From $374
    24

    Th

  • ORD–HRL, 09/25/26 – 10/02/26: From $404
    25

    Fr

  • ORD–HRL, 09/26/26 – 10/03/26: From $354
    26

    Sa

  • ORD–HRL, 09/27/26 – 10/04/26: From $369
    27

    Su

  • ORD–HRL, 09/28/26 – 10/05/26: From $339
    28

    Mo

  • ORD–HRL, 09/29/26 – 10/06/26: From $325
    29

    Tu

  • ORD–HRL, 09/30/26 – 10/07/26: From $325
    30

    We

  • ORD–HRL, 10/01/26 – 10/08/26: From $514
    01

    Th

    OCT

  • ORD–HRL, 10/02/26 – 10/09/26: From $623
    02

    Fr

  • ORD–HRL, 10/03/26 – 10/10/26: From $325
    03

    Sa

  • ORD–HRL, 10/04/26 – 10/11/26: From $369
    04

    Su

  • ORD–HRL: cmp-view-offers-disclaimer. Find Offers
    05

    Mo

  • ORD–HRL: cmp-view-offers-disclaimer. Find Offers
    06

    Tu

    • range$325-$683

    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

    $
    keyboard_arrow_down

    Chicago (ORD)to

    Harlingen (HRL)
    10/07/26 - 10/14/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 21 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    12/01/26 - 12/08/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Harlingen (HRL)
    11/10/26 - 11/17/26

    Round trip

    Economy

    from
    $311Fare subject to changes
    Updated: 2 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

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    • 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.
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    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Chicago to Harlingen