American Airlines flights from New York/Newark to Chicago

Recent searches for flights from New York/Newark to Chicago

Aug 2026
From$217*
Updated: 11 hours ago
Round tripIEconomy
Sep 2026
From$227*
Updated: 11 hours ago
Round tripIEconomy
Oct 2026
From$237*
Updated: 11 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $217
cmp-daily-histogram-bars-legend-max-price-aria-label $615
Displaying fares for August-2026
  • EWR–ORD, 08/04/26 – 08/05/26: From $615
    04

    Tu

    AUG

  • EWR–ORD, 08/05/26 – 08/12/26: From $355
    05

    We

  • EWR–ORD, 08/06/26 – 08/08/26: From $396
    06

    Th

  • EWR–ORD, 08/07/26 – 08/14/26: From $436
    07

    Fr

  • EWR–ORD, 08/08/26 – 08/26/26: From $296
    08

    Sa

  • EWR–ORD, 08/09/26 – 08/16/26: From $436
    09

    Su

  • EWR–ORD, 08/10/26 – 08/22/26: From $357
    10

    Mo

  • EWR–ORD, 08/11/26 – 08/26/26: From $296
    11

    Tu

  • EWR–ORD, 08/12/26 – 08/19/26: From $306
    12

    We

  • EWR–CHI, 08/13/26 – 08/20/26: From $356
    13

    Th

  • EWR–ORD, 08/14/26 – 08/21/26: From $380
    14

    Fr

  • EWR–ORD, 08/15/26 – 08/22/26: From $306
    15

    Sa

  • EWR–ORD, 08/16/26 – 08/19/26: From $346
    16

    Su

  • EWR–ORD, 08/17/26 – 08/22/26: From $346
    17

    Mo

  • EWR–ORD, 08/18/26 – 08/25/26: From $237
    18

    Tu

  • EWR–ORD, 08/19/26 – 08/26/26: From $237
    19

    We

  • EWR–ORD, 08/20/26 – 08/27/26: From $247
    20

    Th

  • EWR–ORD, 08/21/26 – 08/25/26: From $271
    21

    Fr

  • EWR–ORD, 08/22/26 – 08/29/26: From $237
    22

    Sa

  • EWR–ORD, 08/23/26 – 08/26/26: From $271
    23

    Su

  • EWR–ORD, 08/24/26 – 08/26/26: From $227
    24

    Mo

  • EWR–ORD, 08/25/26 – 09/01/26: From $217
    25

    Tu

  • EWR–ORD, 08/26/26 – 09/02/26: From $217
    26

    We

  • EWR–ORD, 08/27/26 – 08/29/26: From $237
    27

    Th

  • EWR–ORD, 08/28/26 – 09/01/26: From $237
    28

    Fr

  • EWR–ORD, 08/29/26 – 09/05/26: From $217
    29

    Sa

  • EWR–CHI, 08/30/26 – 09/06/26: From $271
    30

    Su

  • EWR–CHI, 08/31/26 – 09/02/26: From $237
    31

    Mo

  • EWR–CHI: cmp-view-offers-disclaimer. Find Offers
    01

    Tu

    SEP

  • EWR–CHI: cmp-view-offers-disclaimer. Find Offers
    02

    We

  • EWR–ORD, 09/03/26 – 09/08/26: From $227
    03

    Th

    • range$217-$615

    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/Newark to Chicago flights

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    New York/Newark (EWR)to

    Chicago (ORD)
    08/26/26 - 09/02/26

    Round trip

    Economy

    from
    $217Fare subject to changes
    Updated: 11 hours ago

    New York/Newark (EWR)to

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

    Round trip

    Economy

    from
    $217Fare subject to changes
    Updated: 11 hours ago

    New York/Newark (EWR)to

    Chicago (ORD)
    08/25/26 - 09/01/26

    Round trip

    Economy

    from
    $217Fare subject to changes
    Updated: 11 hours ago

    New York/Newark (EWR)to

    Chicago (ORD)
    08/29/26 - 09/01/26

    Round trip

    Economy

    from
    $217Fare subject to changes
    Updated: 22 hours ago

    New York/Newark (EWR)to

    Chicago (ORD)
    08/25/26 - 08/26/26

    Round trip

    Economy

    from
    $217Fare subject to changes
    Updated: 23 hours ago

    New York/Newark (EWR)to

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

    Round trip

    Economy

    from
    $227Fare subject to changes
    Updated: 11 hours ago

    New York/Newark (EWR)to

    Chicago (ORD)
    09/08/26 - 09/15/26

    Round trip

    Economy

    from
    $227Fare subject to changes
    Updated: 11 hours ago

    New York/Newark (EWR)to

    Chicago (ORD)
    08/24/26 - 08/25/26

    Round trip

    Economy

    from
    $227Fare subject to changes
    Updated: 18 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 New York/Newark to Chicago

    Looking for lower fares on your trip from New York/Newark 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 New York/Newark to Chicago