American Airlines flights from Chicago to Cancun

Recent searches for flights from Chicago to Cancun

Sep 2026
From$519*
Updated: 22 minutes ago
Round tripIEconomy
Oct 2026
From$366*
Updated: 8 hours ago
Round tripIEconomy
Nov 2026
From$361*
Updated: 8 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $519
cmp-daily-histogram-bars-legend-max-price-aria-label $2.3K
Displaying fares for September-2026
  • ORD–CUN: cmp-view-offers-disclaimer. Find Offers
    15

    Tu

    SEP

  • ORD–CUN, 09/16/26 – 09/23/26: From $588
    16

    We

  • ORD–CUN, 09/17/26 – 09/24/26: From $638
    17

    Th

  • ORD–CUN, 09/18/26 – 09/25/26: From $605
    18

    Fr

  • ORD–CUN, 09/19/26 – 09/26/26: From $593
    19

    Sa

  • ORD–CUN, 09/20/26 – 09/27/26: From $787
    20

    Su

  • ORD–CUN, 09/21/26 – 09/28/26: From $618
    21

    Mo

  • ORD–CUN, 09/22/26 – 09/29/26: From $593
    22

    Tu

  • ORD–CUN, 09/23/26 – 09/30/26: From $664
    23

    We

  • ORD–CUN, 09/24/26 – 10/01/26: From $570
    24

    Th

  • ORD–CUN, 09/25/26 – 10/02/26: From $580
    25

    Fr

  • ORD–CUN, 09/26/26 – 09/29/26: From $575
    26

    Sa

  • ORD–CUN, 09/27/26 – 10/04/26: From $585
    27

    Su

  • ORD–CUN, 09/28/26 – 10/05/26: From $580
    28

    Mo

  • ORD–CUN, 09/29/26 – 10/06/26: From $519
    29

    Tu

  • ORD–CUN, 09/30/26 – 10/07/26: From $556
    30

    We

  • ORD–CUN, 10/01/26 – 10/08/26: From $524
    01

    Th

    OCT

  • ORD–CUN, 10/02/26 – 10/07/26: From $524
    02

    Fr

  • ORD–CUN, 10/03/26 – 10/10/26: From $560
    03

    Sa

  • ORD–CUN, 10/04/26 – 10/08/26: From $524
    04

    Su

  • ORD–CUN, 10/05/26 – 10/12/26: From $822
    05

    Mo

  • ORD–CUN, 10/06/26 – 10/13/26: From $640
    06

    Tu

  • ORD–CUN, 10/07/26 – 10/14/26: From $621
    07

    We

  • ORD–CUN, 10/08/26 – 10/10/26: From $714
    08

    Th

  • ORD–CUN, 10/09/26 – 10/16/26: From $724
    09

    Fr

  • ORD–CUN, 10/10/26 – 10/12/26: From $644
    10

    Sa

  • ORD–CUN, 10/11/26 – 10/18/26: From $2,260
    11

    Su

  • ORD–CUN, 10/12/26 – 10/19/26: From $719
    12

    Mo

  • ORD–CUN, 10/13/26 – 10/20/26: From $575
    13

    Tu

  • ORD–CUN, 10/14/26 – 10/21/26: From $550
    14

    We

    • range$519-$2,260

    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 Cancun flights

    $
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    Chicago (ORD)to

    Cancun (CUN)
    02/09/27 - 02/11/27

    Round trip

    Economy

    from
    $361Fare subject to changes
    Updated: 5 hours ago

    Chicago (ORD)to

    Cancun (CUN)
    01/18/27 - 01/22/27

    Round trip

    Economy

    from
    $361Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

    Cancun (CUN)
    02/02/27 - 02/11/27

    Round trip

    Economy

    from
    $361Fare subject to changes
    Updated: 21 minutes ago

    Chicago (ORD)to

    Cancun (CUN)
    12/07/26 - 12/11/26

    Round trip

    Economy

    from
    $361Fare subject to changes
    Updated: 18 minutes ago

    Chicago (ORD)to

    Cancun (CUN)
    11/02/26 - 11/11/26

    Round trip

    Economy

    from
    $361Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

    Cancun (CUN)
    11/09/26 - 11/12/26

    Round trip

    Economy

    from
    $361Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Cancun (CUN)
    01/23/27 - 01/28/27

    Round trip

    Economy

    from
    $366Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Cancun (CUN)
    12/12/26 - 12/16/26

    Round trip

    Economy

    from
    $366Fare subject to changes
    Updated: 10 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.

    Citi / AAdvantage credit card offer.