American Airlines flights from Roanoke to Chicago

Recent searches for flights from Roanoke to Chicago

Sep 2026
From$319*
Updated: 55 minutes ago
Round tripIEconomy
Oct 2026
From$299*
Updated: 55 minutes ago
Round tripIEconomy
Nov 2026
From$299*
Updated: 55 minutes ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $299
cmp-daily-histogram-bars-legend-max-price-aria-label $514
Displaying fares for September-2026
  • ROA–ORD, 09/11/26 – 09/18/26: From $479
    11

    Fr

    SEP

  • ROA–ORD, 09/12/26 – 09/19/26: From $433
    12

    Sa

  • ROA–ORD, 09/13/26 – 09/20/26: From $489
    13

    Su

  • ROA–ORD, 09/14/26 – 09/21/26: From $479
    14

    Mo

  • ROA–ORD, 09/15/26 – 09/22/26: From $433
    15

    Tu

  • ROA–ORD, 09/16/26 – 09/23/26: From $433
    16

    We

  • ROA–ORD, 09/17/26 – 09/24/26: From $469
    17

    Th

  • ROA–ORD, 09/18/26 – 09/25/26: From $409
    18

    Fr

  • ROA–ORD, 09/19/26 – 09/26/26: From $374
    19

    Sa

  • ROA–ORD, 09/20/26 – 09/27/26: From $384
    20

    Su

  • ROA–ORD, 09/21/26 – 09/28/26: From $384
    21

    Mo

  • ROA–ORD, 09/22/26 – 09/29/26: From $374
    22

    Tu

  • ROA–ORD, 09/23/26 – 09/30/26: From $374
    23

    We

  • ROA–ORD, 09/24/26 – 10/01/26: From $504
    24

    Th

  • ROA–ORD, 09/25/26 – 10/02/26: From $319
    25

    Fr

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

    Sa

  • ROA–ORD, 09/27/26 – 10/04/26: From $329
    27

    Su

  • ROA–ORD, 09/28/26 – 10/05/26: From $329
    28

    Mo

  • ROA–ORD, 09/29/26 – 10/06/26: From $319
    29

    Tu

  • ROA–ORD, 09/30/26 – 10/07/26: From $319
    30

    We

  • ROA–ORD, 10/01/26 – 10/04/26: From $299
    01

    Th

    OCT

  • ROA–ORD, 10/02/26 – 10/09/26: From $309
    02

    Fr

  • ROA–ORD, 10/03/26 – 10/10/26: From $309
    03

    Sa

  • ROA–ORD, 10/04/26 – 10/11/26: From $514
    04

    Su

  • ROA–ORD, 10/05/26 – 10/12/26: From $354
    05

    Mo

  • ROA–ORD, 10/06/26 – 10/13/26: From $309
    06

    Tu

  • ROA–ORD, 10/07/26 – 10/12/26: From $299
    07

    We

  • ROA–ORD, 10/08/26 – 10/15/26: From $364
    08

    Th

  • ROA–ORD: cmp-view-offers-disclaimer. Find Offers
    09

    Fr

  • ROA–ORD: cmp-view-offers-disclaimer. Find Offers
    10

    Sa

    • range$299-$514

    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 Roanoke to Chicago flights

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    Roanoke (ROA)to

    Chicago (ORD)
    10/13/26 - 10/20/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 55 minutes ago

    Roanoke (ROA)to

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

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 55 minutes ago

    Roanoke (ROA)to

    Chicago (ORD)
    10/31/26 - 11/07/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 55 minutes ago

    Roanoke (ROA)to

    Chicago (ORD)
    12/01/26 - 12/08/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 55 minutes ago

    Roanoke (ROA)to

    Chicago (ORD)
    12/04/26 - 12/11/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 55 minutes ago

    Roanoke (ROA)to

    Chicago (ORD)
    12/05/26 - 12/12/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 55 minutes ago

    Roanoke (ROA)to

    Chicago (ORD)
    11/10/26 - 11/17/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 15 hours ago

    Roanoke (ROA)to

    Chicago (ORD)
    11/11/26 - 11/18/26

    Round trip

    Economy

    from
    $299Fare subject to changes
    Updated: 55 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 Roanoke to Chicago

    Looking for lower fares on your trip from Roanoke 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

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    American Airlines flights from Roanoke to Chicago