American Airlines flights from Chicago to Toronto

Recent searches for flights from Chicago to Toronto

Sep 2026
From$231*
Updated: 12 hours ago
Round tripIEconomy
Oct 2026
From$231*
Updated: 12 hours ago
Round tripIEconomy
Nov 2026
From$231*
Updated: 12 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $231
cmp-daily-histogram-bars-legend-max-price-aria-label $714
Displaying fares for September-2026
  • ORD–YYZ, 09/07/26 – 09/09/26: From $619
    07

    Mo

    SEP

  • ORD–YYZ, 09/08/26 – 09/15/26: From $523
    08

    Tu

  • ORD–YYZ, 09/09/26 – 09/16/26: From $523
    09

    We

  • ORD–YYZ, 09/10/26 – 09/17/26: From $714
    10

    Th

  • ORD–YYZ, 09/11/26 – 09/18/26: From $714
    11

    Fr

  • ORD–YYZ, 09/12/26 – 09/19/26: From $523
    12

    Sa

  • ORD–YYZ, 09/13/26 – 09/20/26: From $557
    13

    Su

  • ORD–YYZ, 09/14/26 – 09/21/26: From $557
    14

    Mo

  • ORD–YYZ, 09/15/26 – 09/22/26: From $443
    15

    Tu

  • ORD–YYZ, 09/16/26 – 09/23/26: From $443
    16

    We

  • ORD–YYZ, 09/17/26 – 09/23/26: From $539
    17

    Th

  • ORD–YYZ, 09/18/26 – 09/25/26: From $557
    18

    Fr

  • ORD–YYZ, 09/19/26 – 09/26/26: From $443
    19

    Sa

  • ORD–YYZ, 09/20/26 – 09/27/26: From $400
    20

    Su

  • ORD–YYZ, 09/21/26 – 09/28/26: From $400
    21

    Mo

  • ORD–YYZ, 09/22/26 – 09/29/26: From $297
    22

    Tu

  • ORD–YYZ, 09/23/26 – 09/30/26: From $313
    23

    We

  • ORD–YYZ, 09/24/26 – 10/01/26: From $315
    24

    Th

  • ORD–YYZ, 09/25/26 – 10/02/26: From $321
    25

    Fr

  • ORD–YYZ, 09/26/26 – 10/03/26: From $297
    26

    Sa

  • ORD–YYZ, 09/27/26 – 10/04/26: From $231
    27

    Su

  • ORD–YYZ, 09/28/26 – 10/05/26: From $256
    28

    Mo

  • ORD–YYZ, 09/29/26 – 10/06/26: From $246
    29

    Tu

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

    We

  • ORD–YYZ, 10/01/26 – 10/08/26: From $256
    01

    Th

    OCT

  • ORD–YYZ, 10/02/26 – 10/03/26: From $240
    02

    Fr

  • ORD–YYZ, 10/03/26 – 10/10/26: From $313
    03

    Sa

  • ORD–YYZ, 10/04/26 – 10/11/26: From $400
    04

    Su

  • ORD–YYZ, 10/05/26 – 10/12/26: From $331
    05

    Mo

  • ORD–YYZ, 10/06/26 – 10/13/26: From $322
    06

    Tu

    • range$231-$714

    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 Chicago to Toronto flights

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    Chicago (ORD)to

    Toronto (YYZ)
    12/03/26 - 12/10/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Toronto (YYZ)
    11/02/26 - 11/09/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Toronto (YYZ)
    11/19/26 - 11/26/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Toronto (YYZ)
    11/27/26 - 12/04/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Toronto (YYZ)
    11/29/26 - 12/06/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Toronto (YYZ)
    11/30/26 - 12/07/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Toronto (YYZ)
    10/24/26 - 10/31/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Toronto (YYZ)
    10/27/26 - 11/03/26

    Round trip

    Economy

    from
    $231Fare subject to changes
    Updated: 12 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 Chicago to Toronto

    Looking for lower fares on your trip from Chicago to Toronto? 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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    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 Chicago to Toronto