American Airlines flights from Asheville to Chicago

Recent searches for flights from Asheville to Chicago

Sep 2026
From$299*
Updated: 1 minute ago
Round tripIEconomy
Oct 2026
From$299*
Updated: 1 minute ago
Round tripIEconomy
Nov 2026
From$299*
Updated: 1 minute ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $299
cmp-daily-histogram-bars-legend-max-price-aria-label $479
Displaying fares for September-2026
  • AVL–ORD: cmp-view-offers-disclaimer. Find Offers
    03

    Th

    SEP

  • AVL–ORD, 09/04/26 – 09/08/26: From $444
    04

    Fr

  • AVL–ORD, 09/05/26 – 09/12/26: From $395
    05

    Sa

  • AVL–ORD, 09/06/26 – 09/13/26: From $451
    06

    Su

  • AVL–ORD, 09/07/26 – 09/14/26: From $479
    07

    Mo

  • AVL–ORD, 09/08/26 – 09/15/26: From $395
    08

    Tu

  • AVL–ORD, 09/09/26 – 09/16/26: From $328
    09

    We

  • AVL–ORD, 09/10/26 – 09/17/26: From $419
    10

    Th

  • AVL–ORD, 09/11/26 – 09/18/26: From $384
    11

    Fr

  • AVL–ORD, 09/12/26 – 09/19/26: From $367
    12

    Sa

  • AVL–ORD, 09/13/26 – 09/20/26: From $454
    13

    Su

  • AVL–ORD, 09/14/26 – 09/21/26: From $394
    14

    Mo

  • AVL–ORD, 09/15/26 – 09/22/26: From $367
    15

    Tu

  • AVL–ORD, 09/16/26 – 09/23/26: From $367
    16

    We

  • AVL–ORD, 09/17/26 – 09/24/26: From $384
    17

    Th

  • AVL–ORD, 09/18/26 – 09/20/26: From $349
    18

    Fr

  • AVL–ORD, 09/19/26 – 09/26/26: From $319
    19

    Sa

  • AVL–ORD, 09/20/26 – 09/27/26: From $406
    20

    Su

  • AVL–ORD, 09/21/26 – 09/28/26: From $329
    21

    Mo

  • AVL–ORD, 09/22/26 – 09/29/26: From $319
    22

    Tu

  • AVL–ORD, 09/23/26 – 09/30/26: From $319
    23

    We

  • AVL–ORD, 09/24/26 – 10/01/26: From $364
    24

    Th

  • AVL–ORD, 09/25/26 – 10/02/26: From $354
    25

    Fr

  • AVL–ORD, 09/26/26 – 10/03/26: From $299
    26

    Sa

  • AVL–ORD, 09/27/26 – 10/04/26: From $364
    27

    Su

  • AVL–ORD, 09/28/26 – 10/05/26: From $309
    28

    Mo

  • AVL–ORD, 09/29/26 – 10/06/26: From $299
    29

    Tu

  • AVL–ORD, 09/30/26 – 10/07/26: From $299
    30

    We

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

    Th

    OCT

  • AVL–ORD, 10/02/26 – 10/05/26: From $299
    02

    Fr

    • range$299-$479

    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 Asheville to Chicago flights

    $
    keyboard_arrow_down

    Asheville (AVL)to

    Chicago (ORD)
    10/09/26 - 10/16/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute ago

    Asheville (AVL)to

    Chicago (ORD)
    10/17/26 - 10/24/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute ago

    Asheville (AVL)to

    Chicago (ORD)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute ago

    Asheville (AVL)to

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

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute ago

    Asheville (AVL)to

    Chicago (ORD)
    10/28/26 - 11/04/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute ago

    Asheville (AVL)to

    Chicago (ORD)
    10/30/26 - 11/06/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute ago

    Asheville (AVL)to

    Chicago (ORD)
    09/26/26 - 10/03/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute ago

    Asheville (AVL)to

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

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 1 minute 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 Asheville to Chicago

    Looking for lower fares on your trip from Asheville 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

    Citi / AAdvantage credit card offer.

    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 Asheville to Chicago