American Airlines flights from New York to Chicago

Recent searches for flights from New York to Chicago

Sep 2026
From$240*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$183*
Updated: 1 hour ago
Round tripIEconomy
Nov 2026
From$183*
Updated: 21 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $183
cmp-daily-histogram-bars-legend-max-price-aria-label $397
Displaying fares for September-2026
  • LGA–ORD, 09/15/26 – 09/22/26: From $325
    15

    Tu

    SEP

  • NYC–ORD, 09/16/26 – 09/23/26: From $325
    16

    We

  • LGA–ORD, 09/17/26 – 09/24/26: From $325
    17

    Th

  • LGA–ORD, 09/18/26 – 09/25/26: From $325
    18

    Fr

  • LGA–ORD, 09/19/26 – 09/26/26: From $325
    19

    Sa

  • LGA–ORD, 09/20/26 – 09/27/26: From $325
    20

    Su

  • JFK–ORD, 09/21/26 – 09/28/26: From $325
    21

    Mo

  • LGA–ORD, 09/22/26 – 09/29/26: From $311
    22

    Tu

  • LGA–ORD, 09/23/26 – 09/30/26: From $311
    23

    We

  • LGA–ORD, 09/24/26 – 09/29/26: From $321
    24

    Th

  • NYC–ORD, 09/25/26 – 10/02/26: From $325
    25

    Fr

  • JFK–ORD, 09/26/26 – 10/03/26: From $311
    26

    Sa

  • LGA–ORD, 09/27/26 – 10/04/26: From $325
    27

    Su

  • NYC–ORD, 09/28/26 – 10/05/26: From $267
    28

    Mo

  • LGA–ORD, 09/29/26 – 10/06/26: From $240
    29

    Tu

  • LGA–ORD, 09/30/26 – 10/07/26: From $240
    30

    We

  • LGA–ORD, 10/01/26 – 10/07/26: From $254
    01

    Th

    OCT

  • NYC–ORD, 10/02/26 – 10/09/26: From $280
    02

    Fr

  • LGA–ORD, 10/03/26 – 10/10/26: From $240
    03

    Sa

  • LGA–ORD, 10/04/26 – 10/07/26: From $254
    04

    Su

  • LGA–ORD, 10/05/26 – 10/20/26: From $196
    05

    Mo

  • NYC–ORD, 10/06/26 – 10/13/26: From $183
    06

    Tu

  • JFK–ORD, 10/07/26 – 10/14/26: From $183
    07

    We

  • NYC–ORD, 10/08/26 – 10/15/26: From $250
    08

    Th

  • LGA–ORD, 10/09/26 – 10/17/26: From $397
    09

    Fr

  • NYC–ORD, 10/10/26 – 10/17/26: From $183
    10

    Sa

  • NYC–ORD, 10/11/26 – 10/13/26: From $235
    11

    Su

  • LGA–ORD, 10/12/26 – 10/14/26: From $196
    12

    Mo

  • LGA–ORD, 10/13/26 – 10/14/26: From $183
    13

    Tu

  • LGA–ORD, 10/14/26 – 10/15/26: From $196
    14

    We

    • range$183-$397

    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 New York to Chicago flights

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    New York (NYC)to

    Chicago (ORD)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $183Fare subject to changes
    Updated: 1 hour ago

    New York (NYC)to

    Chicago (ORD)
    10/28/26 - 11/04/26

    Round trip

    Economy

    from
    $183Fare subject to changes
    Updated: 1 hour ago

    New York (NYC)to

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

    Round trip

    Economy

    from
    $183Fare subject to changes
    Updated: 1 hour ago

    New York (NYC)to

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

    Round trip

    Economy

    from
    $183Fare subject to changes
    Updated: 1 hour ago

    New York (NYC)to

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

    Round trip

    Economy

    from
    $183Fare subject to changes
    Updated: 1 hour ago

    New York (NYC)to

    Chicago (ORD)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $183Fare subject to changes
    Updated: 1 hour ago

    New York (NYC)to

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

    Round trip

    Economy

    from
    $183Fare subject to changes
    Updated: 1 hour ago

    New York (NYC)to

    Chicago (ORD)
    11/17/26 - 11/24/26

    Round trip

    Economy

    from
    $183Fare 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.

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