American Airlines flights from Chicago to Vail

Recent searches for flights from Chicago to Vail

Sep 2026
From$539*
Updated: 4 hours ago
Round tripIEconomy
Oct 2026
From$502*
Updated: 4 hours ago
Round tripIEconomy
Nov 2026
From$465*
Updated: 4 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $539
cmp-daily-histogram-bars-legend-max-price-aria-label $906
Displaying fares for September-2026
  • ORD–EGE, 09/04/26 – 09/11/26: From $620
    04

    Fr

    SEP

  • ORD–EGE, 09/05/26 – 09/12/26: From $679
    05

    Sa

  • ORD–EGE, 09/06/26 – 09/13/26: From $777
    06

    Su

  • ORD–EGE, 09/07/26 – 09/14/26: From $650
    07

    Mo

  • ORD–EGE, 09/08/26 – 09/15/26: From $561
    08

    Tu

  • ORD–EGE, 09/09/26 – 09/16/26: From $620
    09

    We

  • ORD–EGE, 09/10/26 – 09/17/26: From $800
    10

    Th

  • ORD–EGE, 09/11/26 – 09/18/26: From $619
    11

    Fr

  • ORD–EGE, 09/12/26 – 09/19/26: From $619
    12

    Sa

  • ORD–EGE, 09/13/26 – 09/20/26: From $732
    13

    Su

  • ORD–EGE, 09/14/26 – 09/21/26: From $560
    14

    Mo

  • ORD–EGE, 09/15/26 – 09/22/26: From $560
    15

    Tu

  • ORD–EGE, 09/16/26 – 09/23/26: From $619
    16

    We

  • ORD–EGE, 09/17/26 – 09/24/26: From $748
    17

    Th

  • ORD–EGE, 09/18/26 – 09/25/26: From $549
    18

    Fr

  • ORD–EGE, 09/19/26 – 09/26/26: From $549
    19

    Sa

  • ORD–EGE, 09/20/26 – 09/27/26: From $906
    20

    Su

  • ORD–EGE, 09/21/26 – 09/28/26: From $619
    21

    Mo

  • ORD–EGE, 09/22/26 – 09/29/26: From $549
    22

    Tu

  • ORD–EGE, 09/23/26 – 09/30/26: From $549
    23

    We

  • ORD–EGE, 09/24/26 – 09/29/26: From $539
    24

    Th

  • ORD–EGE, 09/25/26 – 10/02/26: From $539
    25

    Fr

  • ORD–EGE, 09/26/26 – 10/03/26: From $539
    26

    Sa

  • ORD–EGE, 09/27/26 – 10/04/26: From $896
    27

    Su

  • ORD–EGE, 09/28/26 – 10/05/26: From $820
    28

    Mo

  • ORD–EGE, 09/29/26 – 10/06/26: From $550
    29

    Tu

  • ORD–EGE: cmp-view-offers-disclaimer. Find Offers
    30

    We

  • ORD–EGE, 10/01/26 – 10/08/26: From $692
    01

    Th

    OCT

  • ORD–EGE, 10/02/26 – 10/06/26: From $550
    02

    Fr

  • ORD–EGE: cmp-view-offers-disclaimer. Find Offers
    03

    Sa

    • range$539-$906

    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

    $
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    Chicago (ORD)to

    Vail (EGE)
    11/24/26 - 12/01/26

    Round trip

    Economy

    from
    $465Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $490Fare subject to changes
    Updated: 14 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $502Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $502Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Vail (EGE)
    11/16/26 - 11/23/26

    Round trip

    Economy

    from
    $502Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Vail (EGE)
    11/18/26 - 11/25/26

    Round trip

    Economy

    from
    $502Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Vail (EGE)
    10/08/26 - 10/15/26

    Round trip

    Economy

    from
    $502Fare subject to changes
    Updated: 4 hours ago

    Chicago (ORD)to

    Vail (EGE)
    10/18/26 - 10/25/26

    Round trip

    Economy

    from
    $502Fare subject to changes
    Updated: 4 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 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

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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.
    • 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