American Airlines flights from Washington, D.C. to Chicago

Recent searches for flights from Washington, D.C. to Chicago

Sep 2026
From$318*
Updated: 40 minutes ago
Round tripIEconomy
Oct 2026
From$209*
Updated: 40 minutes ago
Round tripIEconomy
Nov 2026
From$209*
Updated: 40 minutes ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $209
cmp-daily-histogram-bars-legend-max-price-aria-label $493
Displaying fares for September-2026
  • WAS–ORD, 09/16/26 – 09/23/26: From $427
    16

    We

    SEP

  • WAS–ORD, 09/17/26 – 09/19/26: From $460
    17

    Th

  • WAS–ORD, 09/18/26 – 09/25/26: From $493
    18

    Fr

  • WAS–ORD, 09/19/26 – 09/26/26: From $427
    19

    Sa

  • WAS–ORD, 09/20/26 – 09/22/26: From $460
    20

    Su

  • WAS–ORD, 09/21/26 – 09/28/26: From $493
    21

    Mo

  • WAS–ORD, 09/22/26 – 09/29/26: From $427
    22

    Tu

  • WAS–ORD, 09/23/26 – 09/30/26: From $427
    23

    We

  • WAS–ORD, 09/24/26 – 10/01/26: From $493
    24

    Th

  • WAS–ORD, 09/25/26 – 10/02/26: From $493
    25

    Fr

  • WAS–ORD, 09/26/26 – 10/03/26: From $427
    26

    Sa

  • WAS–ORD, 09/27/26 – 10/04/26: From $493
    27

    Su

  • WAS–ORD, 09/28/26 – 10/05/26: From $367
    28

    Mo

  • WAS–ORD, 09/29/26 – 10/06/26: From $318
    29

    Tu

  • WAS–ORD, 09/30/26 – 10/07/26: From $318
    30

    We

  • WAS–ORD, 10/01/26 – 10/08/26: From $367
    01

    Th

    OCT

  • DCA–ORD, 10/02/26 – 10/05/26: From $369
    02

    Fr

  • WAS–ORD, 10/03/26 – 10/10/26: From $318
    03

    Sa

  • DCA–ORD, 10/04/26 – 10/11/26: From $456
    04

    Su

  • WAS–ORD, 10/05/26 – 10/07/26: From $225
    05

    Mo

  • WAS–ORD, 10/06/26 – 10/13/26: From $209
    06

    Tu

  • WAS–ORD, 10/07/26 – 10/14/26: From $209
    07

    We

  • DCA–ORD, 10/08/26 – 10/13/26: From $226
    08

    Th

  • WAS–ORD, 10/09/26 – 10/13/26: From $246
    09

    Fr

  • WAS–ORD, 10/10/26 – 10/17/26: From $210
    10

    Sa

  • DCA–ORD, 10/11/26 – 10/15/26: From $332
    11

    Su

  • WAS–ORD, 10/12/26 – 10/19/26: From $241
    12

    Mo

  • WAS–ORD, 10/13/26 – 10/20/26: From $209
    13

    Tu

  • DCA–ORD, 10/14/26 – 10/15/26: From $230
    14

    We

  • DCA–ORD, 10/15/26 – 10/19/26: From $241
    15

    Th

    • range$209-$493

    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 Washington, D.C. to Chicago flights

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    Washington, D.C. (WAS)to

    Chicago (ORD)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 minutes ago

    Washington, D.C. (WAS)to

    Chicago (ORD)
    10/24/26 - 10/31/26

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 minutes ago

    Washington, D.C. (WAS)to

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

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 minutes ago

    Washington, D.C. (WAS)to

    Chicago (ORD)
    10/06/26 - 10/13/26

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 minutes ago

    Washington, D.C. (WAS)to

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

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 minutes ago

    Washington, D.C. (WAS)to

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

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 minutes ago

    Washington, D.C. (WAS)to

    Chicago (ORD)
    12/09/26 - 12/16/26

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 minutes ago

    Washington, D.C. (WAS)to

    Chicago (ORD)
    11/07/26 - 11/14/26

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 40 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.

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