American Airlines flights from Chicago to Vail

Recent searches for flights from Chicago to Vail

Aug 2026
From$529*
Updated: 1 hour ago
Round tripIEconomy
Sep 2026
From$445*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$480*
Updated: 1 hour ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $482
cmp-daily-histogram-bars-legend-max-price-aria-label $886
Displaying fares for August-2026
  • ORD–EGE: cmp-view-offers-disclaimer. Find Offers
    14

    Fr

    AUG

  • ORD–EGE, 08/15/26 – 08/22/26: From $659
    15

    Sa

  • ORD–EGE, 08/16/26 – 08/23/26: From $811
    16

    Su

  • ORD–EGE, 08/17/26 – 08/24/26: From $600
    17

    Mo

  • ORD–EGE, 08/18/26 – 08/25/26: From $541
    18

    Tu

  • ORD–EGE, 08/19/26 – 08/26/26: From $600
    19

    We

  • ORD–EGE, 08/20/26 – 08/27/26: From $600
    20

    Th

  • ORD–EGE, 08/21/26 – 08/28/26: From $599
    21

    Fr

  • ORD–EGE, 08/22/26 – 08/29/26: From $599
    22

    Sa

  • ORD–EGE, 08/23/26 – 08/30/26: From $712
    23

    Su

  • ORD–EGE, 08/24/26 – 08/31/26: From $540
    24

    Mo

  • ORD–EGE, 08/25/26 – 09/01/26: From $540
    25

    Tu

  • ORD–EGE, 08/26/26 – 09/02/26: From $599
    26

    We

  • ORD–EGE, 08/27/26 – 09/03/26: From $599
    27

    Th

  • ORD–EGE, 08/28/26 – 09/04/26: From $529
    28

    Fr

  • ORD–EGE, 08/29/26 – 09/05/26: From $529
    29

    Sa

  • ORD–EGE, 08/30/26 – 09/06/26: From $529
    30

    Su

  • ORD–EGE, 08/31/26 – 09/07/26: From $886
    31

    Mo

  • ORD–EGE, 09/01/26 – 09/08/26: From $529
    01

    Tu

    SEP

  • ORD–EGE, 09/02/26 – 09/09/26: From $529
    02

    We

  • ORD–EGE, 09/03/26 – 09/10/26: From $529
    03

    Th

  • ORD–EGE, 09/04/26 – 09/11/26: From $519
    04

    Fr

  • ORD–EGE, 09/05/26 – 09/12/26: From $519
    05

    Sa

  • ORD–EGE, 09/06/26 – 09/13/26: From $701
    06

    Su

  • ORD–EGE, 09/07/26 – 09/14/26: From $589
    07

    Mo

  • ORD–EGE, 09/08/26 – 09/15/26: From $482
    08

    Tu

  • ORD–EGE, 09/09/26 – 09/16/26: From $482
    09

    We

  • ORD–EGE, 09/10/26 – 09/17/26: From $482
    10

    Th

  • ORD–EGE: cmp-view-offers-disclaimer. Find Offers
    11

    Fr

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

    Sa

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

    Su

    • range$482-$886

    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 Vail flights

    $
    keyboard_arrow_down

    Chicago (ORD)to

    Vail (EGE)
    11/02/26 - 11/09/26

    Round trip

    Economy

    from
    $438Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Vail (EGE)
    11/09/26 - 11/16/26

    Round trip

    Economy

    from
    $438Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Vail (EGE)
    09/15/26 - 09/22/26

    Round trip

    Economy

    from
    $445Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Vail (EGE)
    09/29/26 - 10/06/26

    Round trip

    Economy

    from
    $445Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Vail (EGE)
    09/22/26 - 09/29/26

    Round trip

    Economy

    from
    $445Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Vail (EGE)
    09/16/26 - 09/23/26

    Round trip

    Economy

    from
    $458Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Vail (EGE)
    11/05/26 - 11/12/26

    Round trip

    Economy

    from
    $480Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Vail (EGE)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $480Fare 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 Vail

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