American Airlines flights from Chicago to Charlottesville

Recent searches for flights from Chicago to Charlottesville

Aug 2026
From$420*
Updated: 30 minutes ago
Round tripIEconomy
Sep 2026
From$299*
Updated: 30 minutes ago
Round tripIEconomy
Oct 2026
From$289*
Updated: 30 minutes ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $299
cmp-daily-histogram-bars-legend-max-price-aria-label $793
Displaying fares for August-2026
  • ORD–CHO, 08/19/26 – 08/26/26: From $501
    19

    We

    AUG

  • ORD–CHO, 08/20/26 – 08/27/26: From $559
    20

    Th

  • ORD–CHO, 08/21/26 – 08/28/26: From $559
    21

    Fr

  • ORD–CHO, 08/22/26 – 08/29/26: From $501
    22

    Sa

  • ORD–CHO, 08/23/26 – 08/30/26: From $559
    23

    Su

  • ORD–CHO, 08/24/26 – 08/31/26: From $559
    24

    Mo

  • ORD–CHO, 08/25/26 – 09/01/26: From $501
    25

    Tu

  • ORD–CHO, 08/26/26 – 09/02/26: From $420
    26

    We

  • ORD–CHO, 08/27/26 – 09/03/26: From $449
    27

    Th

  • ORD–CHO, 08/28/26 – 09/04/26: From $449
    28

    Fr

  • ORD–CHO, 08/29/26 – 09/05/26: From $420
    29

    Sa

  • ORD–CHO, 08/30/26 – 09/06/26: From $449
    30

    Su

  • ORD–CHO, 08/31/26 – 09/07/26: From $559
    31

    Mo

  • ORD–CHO, 09/01/26 – 09/08/26: From $420
    01

    Tu

    SEP

  • ORD–CHO, 09/02/26 – 09/09/26: From $319
    02

    We

  • ORD–CHO, 09/03/26 – 09/10/26: From $319
    03

    Th

  • ORD–CHO, 09/04/26 – 09/11/26: From $429
    04

    Fr

  • ORD–CHO, 09/05/26 – 09/12/26: From $319
    05

    Sa

  • ORD–CHO, 09/06/26 – 09/13/26: From $449
    06

    Su

  • ORD–CHO, 09/07/26 – 09/14/26: From $793
    07

    Mo

  • ORD–CHO, 09/08/26 – 09/15/26: From $319
    08

    Tu

  • ORD–CHO, 09/09/26 – 09/16/26: From $299
    09

    We

  • ORD–CHO, 09/10/26 – 09/17/26: From $299
    10

    Th

  • ORD–CHO, 09/11/26 – 09/18/26: From $429
    11

    Fr

  • ORD–CHO, 09/12/26 – 09/19/26: From $400
    12

    Sa

  • ORD–CHO, 09/13/26 – 09/20/26: From $299
    13

    Su

  • ORD–CHO, 09/14/26 – 09/21/26: From $299
    14

    Mo

  • ORD–CHO, 09/15/26 – 09/22/26: From $299
    15

    Tu

  • ORD–CHO: cmp-view-offers-disclaimer. Find Offers
    16

    We

  • ORD–CHO: cmp-view-offers-disclaimer. Find Offers
    17

    Th

  • ORD–CHO, 09/18/26 – 09/25/26: From $392
    18

    Fr

    • range$299-$793

    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 Charlottesville flights

    $
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    Chicago (ORD)to

    Charlottesville (CHO)
    11/05/26 - 11/12/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/12/26 - 11/19/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/04/26 - 11/11/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/10/26 - 11/17/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/01/26 - 11/08/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/02/26 - 11/09/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/06/26 - 11/13/26

    Round trip

    Economy

    from
    $279Fare subject to changes
    Updated: 25 minutes 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 Charlottesville

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