American Airlines flights from Raleigh to Chicago

Recent searches for flights from Raleigh to Chicago

Aug 2026
From$221*
Updated: 1 hour ago
Round tripIEconomy
Sep 2026
From$221*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$235*
Updated: 1 hour ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $221
cmp-daily-histogram-bars-legend-max-price-aria-label $537
Displaying fares for August-2026
  • RDU–CHI: cmp-view-offers-disclaimer. Find Offers
    04

    Tu

    AUG

  • RDU–CHI, 08/05/26 – 08/12/26: From $443
    05

    We

  • RDU–ORD, 08/06/26 – 08/12/26: From $485
    06

    Th

  • RDU–ORD, 08/07/26 – 08/12/26: From $485
    07

    Fr

  • RDU–ORD, 08/08/26 – 08/15/26: From $443
    08

    Sa

  • RDU–CHI, 08/09/26 – 08/16/26: From $537
    09

    Su

  • RDU–CHI, 08/10/26 – 08/11/26: From $485
    10

    Mo

  • RDU–ORD, 08/11/26 – 08/26/26: From $339
    11

    Tu

  • RDU–ORD, 08/12/26 – 08/19/26: From $443
    12

    We

  • RDU–CHI, 08/13/26 – 08/20/26: From $513
    13

    Th

  • RDU–CHI, 08/14/26 – 08/21/26: From $513
    14

    Fr

  • RDU–CHI, 08/15/26 – 08/22/26: From $443
    15

    Sa

  • RDU–CHI, 08/16/26 – 08/23/26: From $513
    16

    Su

  • RDU–ORD, 08/17/26 – 08/19/26: From $485
    17

    Mo

  • RDU–ORD, 08/18/26 – 08/25/26: From $339
    18

    Tu

  • RDU–ORD, 08/19/26 – 08/26/26: From $339
    19

    We

  • RDU–ORD, 08/20/26 – 08/27/26: From $367
    20

    Th

  • RDU–ORD, 08/21/26 – 08/28/26: From $395
    21

    Fr

  • RDU–CHI, 08/22/26 – 08/29/26: From $339
    22

    Sa

  • RDU–ORD, 08/23/26 – 08/29/26: From $367
    23

    Su

  • RDU–ORD, 08/24/26 – 08/31/26: From $367
    24

    Mo

  • RDU–CHI, 08/25/26 – 09/01/26: From $235
    25

    Tu

  • RDU–ORD, 08/26/26 – 09/02/26: From $235
    26

    We

  • RDU–CHI, 08/27/26 – 09/03/26: From $235
    27

    Th

  • RDU–ORD, 08/28/26 – 09/06/26: From $249
    28

    Fr

  • RDU–CHI, 08/29/26 – 09/05/26: From $221
    29

    Sa

  • RDU–ORD, 08/30/26 – 09/06/26: From $320
    30

    Su

  • RDU–ORD, 08/31/26 – 09/04/26: From $263
    31

    Mo

  • RDU–ORD, 09/01/26 – 09/05/26: From $221
    01

    Tu

    SEP

  • RDU–ORD, 09/02/26 – 09/06/26: From $221
    02

    We

  • RDU–ORD, 09/03/26 – 09/05/26: From $231
    03

    Th

    • range$221-$537

    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 Raleigh to Chicago flights

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    Raleigh (RDU)to

    Chicago (ORD)
    08/29/26 - 09/05/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 1 hour ago

    Raleigh (RDU)to

    Chicago (ORD)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 1 hour ago

    Raleigh (RDU)to

    Chicago (ORD)
    09/11/26 - 09/15/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 15 minutes ago

    Raleigh (RDU)to

    Chicago (ORD)
    09/02/26 - 09/06/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 9 hours ago

    Raleigh (RDU)to

    Chicago (ORD)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 6 hours ago

    Raleigh (RDU)to

    Chicago (ORD)
    09/01/26 - 09/05/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 2 hours ago

    Raleigh (RDU)to

    Chicago (ORD)
    09/11/26 - 09/16/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 20 minutes ago

    Raleigh (RDU)to

    Chicago (ORD)
    09/08/26 - 09/11/26

    Round trip

    Economy

    from
    $221Fare subject to changes
    Updated: 8 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 Raleigh to Chicago

    Looking for lower fares on your trip from Raleigh 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

    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 Raleigh to Chicago