American Airlines flights from Chicago to Punta Cana

Recent searches for flights from Chicago to Punta Cana

Sep 2026
From$450*
Updated: 6 hours ago
Round tripIEconomy
Oct 2026
From$400*
Updated: 6 hours ago
Round tripIEconomy
Nov 2026
From$400*
Updated: 6 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $410
cmp-daily-histogram-bars-legend-max-price-aria-label $1.0K
Displaying fares for September-2026
  • ORD–PUJ, 09/11/26 – 09/18/26: From $682
    11

    Fr

    SEP

  • ORD–PUJ, 09/12/26 – 09/19/26: From $834
    12

    Sa

  • ORD–PUJ, 09/13/26 – 09/20/26: From $1,001
    13

    Su

  • ORD–PUJ, 09/14/26 – 09/21/26: From $865
    14

    Mo

  • ORD–PUJ, 09/15/26 – 09/22/26: From $855
    15

    Tu

  • ORD–PUJ, 09/16/26 – 09/23/26: From $961
    16

    We

  • ORD–PUJ, 09/17/26 – 09/24/26: From $640
    17

    Th

  • ORD–PUJ, 09/18/26 – 09/25/26: From $595
    18

    Fr

  • ORD–PUJ, 09/19/26 – 09/26/26: From $743
    19

    Sa

  • ORD–PUJ, 09/20/26 – 09/25/26: From $620
    20

    Su

  • ORD–PUJ, 09/21/26 – 09/28/26: From $799
    21

    Mo

  • ORD–PUJ, 09/22/26 – 09/25/26: From $764
    22

    Tu

  • ORD–PUJ, 09/23/26 – 09/30/26: From $925
    23

    We

  • ORD–PUJ, 09/24/26 – 10/01/26: From $555
    24

    Th

  • ORD–PUJ, 09/25/26 – 10/02/26: From $555
    25

    Fr

  • ORD–PUJ, 09/26/26 – 10/03/26: From $550
    26

    Sa

  • ORD–PUJ, 09/27/26 – 10/04/26: From $687
    27

    Su

  • ORD–PUJ, 09/28/26 – 10/05/26: From $450
    28

    Mo

  • ORD–PUJ, 09/29/26 – 10/06/26: From $450
    29

    Tu

  • ORD–PUJ, 09/30/26 – 10/07/26: From $683
    30

    We

  • ORD–PUJ, 10/01/26 – 10/08/26: From $519
    01

    Th

    OCT

  • ORD–PUJ, 10/02/26 – 10/09/26: From $642
    02

    Fr

  • ORD–PUJ, 10/03/26 – 10/10/26: From $635
    03

    Sa

  • ORD–PUJ, 10/04/26 – 10/11/26: From $733
    04

    Su

  • ORD–PUJ, 10/05/26 – 10/09/26: From $410
    05

    Mo

  • ORD–PUJ, 10/06/26 – 10/13/26: From $629
    06

    Tu

  • ORD–PUJ, 10/07/26 – 10/14/26: From $704
    07

    We

  • ORD–PUJ, 10/08/26 – 10/15/26: From $671
    08

    Th

  • ORD–PUJ, 10/09/26 – 10/16/26: From $645
    09

    Fr

  • ORD–PUJ, 10/10/26 – 10/17/26: From $902
    10

    Sa

    • range$410-$1,001

    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 Punta Cana flights

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    Chicago (ORD)to

    Punta Cana (PUJ)
    01/12/27 - 01/20/27

    Round trip

    Economy

    from
    $395Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    Punta Cana (PUJ)
    01/18/27 - 01/20/27

    Round trip

    Economy

    from
    $395Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    Punta Cana (PUJ)
    12/11/26 - 12/18/26

    Round trip

    Economy

    from
    $400Fare subject to changes
    Updated: 6 hours ago

    Chicago (ORD)to

    Punta Cana (PUJ)
    12/10/26 - 12/17/26

    Round trip

    Economy

    from
    $400Fare subject to changes
    Updated: 6 hours ago

    Chicago (ORD)to

    Punta Cana (PUJ)
    11/14/26 - 11/21/26

    Round trip

    Economy

    from
    $400Fare subject to changes
    Updated: 6 hours ago

    Chicago (ORD)to

    Punta Cana (PUJ)
    01/07/27 - 01/14/27

    Round trip

    Economy

    from
    $400Fare subject to changes
    Updated: 6 hours ago

    Chicago (ORD)to

    Punta Cana (PUJ)
    10/29/26 - 11/05/26

    Round trip

    Economy

    from
    $400Fare subject to changes
    Updated: 6 hours ago

    Chicago (ORD)to

    Punta Cana (PUJ)
    01/09/27 - 01/14/27

    Round trip

    Economy

    from
    $400Fare subject to changes
    Updated: 10 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 Punta Cana

    Looking for lower fares on your trip from Chicago to Punta Cana? 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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    American Airlines flights from Chicago to Punta Cana