American Airlines flights from Chicago to Charlottesville

Recent searches for flights from Chicago to Charlottesville

Sep 2026
From$339*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$329*
Updated: 1 hour ago
Round tripIEconomy
Nov 2026
From$299*
Updated: 20 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $339
cmp-daily-histogram-bars-legend-max-price-aria-label $724
Displaying fares for September-2026
  • ORD–CHO, 09/08/26 – 09/15/26: From $475
    08

    Tu

    SEP

  • ORD–CHO, 09/09/26 – 09/16/26: From $485
    09

    We

  • ORD–CHO, 09/10/26 – 09/17/26: From $514
    10

    Th

  • ORD–CHO, 09/11/26 – 09/18/26: From $514
    11

    Fr

  • ORD–CHO, 09/12/26 – 09/19/26: From $724
    12

    Sa

  • ORD–CHO, 09/13/26 – 09/20/26: From $565
    13

    Su

  • ORD–CHO, 09/14/26 – 09/21/26: From $514
    14

    Mo

  • ORD–CHO, 09/15/26 – 09/22/26: From $414
    15

    Tu

  • ORD–CHO, 09/16/26 – 09/23/26: From $414
    16

    We

  • ORD–CHO, 09/17/26 – 09/24/26: From $414
    17

    Th

  • ORD–CHO, 09/18/26 – 09/25/26: From $479
    18

    Fr

  • ORD–CHO, 09/19/26 – 09/26/26: From $414
    19

    Sa

  • ORD–CHO, 09/20/26 – 09/27/26: From $579
    20

    Su

  • ORD–CHO, 09/21/26 – 09/28/26: From $414
    21

    Mo

  • ORD–CHO, 09/22/26 – 09/29/26: From $359
    22

    Tu

  • ORD–CHO, 09/23/26 – 09/30/26: From $359
    23

    We

  • ORD–CHO, 09/24/26 – 10/01/26: From $599
    24

    Th

  • ORD–CHO, 09/25/26 – 10/02/26: From $510
    25

    Fr

  • ORD–CHO, 09/26/26 – 10/03/26: From $359
    26

    Sa

  • ORD–CHO, 09/27/26 – 10/04/26: From $479
    27

    Su

  • ORD–CHO, 09/28/26 – 10/05/26: From $359
    28

    Mo

  • ORD–CHO, 09/29/26 – 10/06/26: From $339
    29

    Tu

  • ORD–CHO, 09/30/26 – 10/07/26: From $339
    30

    We

  • ORD–CHO, 10/01/26 – 10/08/26: From $459
    01

    Th

    OCT

  • ORD–CHO, 10/02/26 – 10/09/26: From $459
    02

    Fr

  • ORD–CHO, 10/03/26 – 10/10/26: From $339
    03

    Sa

  • ORD–CHO, 10/04/26 – 10/11/26: From $339
    04

    Su

  • ORD–CHO, 10/05/26 – 10/12/26: From $405
    05

    Mo

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

    Tu

  • ORD–CHO: cmp-view-offers-disclaimer. Find Offers
    07

    We

    • range$339-$724

    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

    $
    keyboard_arrow_down

    Chicago (ORD)to

    Charlottesville (CHO)
    12/01/26 - 12/08/26

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Charlottesville (CHO)
    12/03/26 - 12/10/26

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/16/26 - 11/23/26

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Charlottesville (CHO)
    11/25/26 - 12/02/26

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Charlottesville (CHO)
    12/02/26 - 12/09/26

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Charlottesville (CHO)
    12/04/26 - 12/11/26

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $319Fare subject to changes
    Updated: 1 hour 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

    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 Chicago to Charlottesville