American Airlines flights from Chicago to Puerto Plata

Recent searches for flights from Chicago to Puerto Plata

Sep 2026
From$838*
Updated: 12 hours ago
Round tripIEconomy
Oct 2026
From$742*
Updated: 2 hours ago
Round tripIEconomy
Nov 2026
From$742*
Updated: 2 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $838
cmp-daily-histogram-bars-legend-max-price-aria-label $1.3K
Displaying fares for September-2026
  • ORD–POP, 09/03/26 – 09/10/26: From $864
    03

    Th

    SEP

  • CHI–POP, 09/04/26 – 09/11/26: From $864
    04

    Fr

  • CHI–POP, 09/05/26 – 09/12/26: From $864
    05

    Sa

  • ORD–POP, 09/06/26 – 09/13/26: From $917
    06

    Su

  • CHI–POP, 09/07/26 – 09/14/26: From $1,307
    07

    Mo

  • CHI–POP, 09/08/26 – 09/15/26: From $901
    08

    Tu

  • CHI–POP, 09/09/26 – 09/16/26: From $843
    09

    We

  • ORD–POP, 09/10/26 – 09/17/26: From $864
    10

    Th

  • ORD–POP, 09/11/26 – 09/18/26: From $864
    11

    Fr

  • CHI–POP, 09/12/26 – 09/19/26: From $864
    12

    Sa

  • CHI–POP, 09/13/26 – 09/20/26: From $890
    13

    Su

  • ORD–POP, 09/14/26 – 09/21/26: From $1,005
    14

    Mo

  • ORD–POP, 09/15/26 – 09/22/26: From $868
    15

    Tu

  • CHI–POP, 09/16/26 – 09/23/26: From $1,005
    16

    We

  • CHI–POP, 09/17/26 – 09/24/26: From $864
    17

    Th

  • ORD–POP, 09/18/26 – 09/25/26: From $864
    18

    Fr

  • ORD–POP, 09/19/26 – 09/26/26: From $864
    19

    Sa

  • CHI–POP, 09/20/26 – 09/27/26: From $890
    20

    Su

  • CHI–POP, 09/21/26 – 09/28/26: From $869
    21

    Mo

  • CHI–POP, 09/22/26 – 09/29/26: From $838
    22

    Tu

  • CHI–POP, 09/23/26 – 09/30/26: From $869
    23

    We

  • ORD–POP, 09/24/26 – 10/01/26: From $864
    24

    Th

  • ORD–POP, 09/25/26 – 10/02/26: From $864
    25

    Fr

  • ORD–POP, 09/26/26 – 10/03/26: From $864
    26

    Sa

  • CHI–POP, 09/27/26 – 10/04/26: From $869
    27

    Su

  • ORD–POP, 09/28/26 – 10/05/26: From $864
    28

    Mo

  • CHI–POP, 09/29/26 – 10/06/26: From $838
    29

    Tu

  • CHI–POP, 09/30/26 – 10/07/26: From $843
    30

    We

  • CHI–POP, 10/01/26 – 10/08/26: From $864
    01

    Th

    OCT

  • ORD–POP, 10/02/26 – 10/09/26: From $864
    02

    Fr

    • range$838-$1,307

    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 Puerto Plata flights

    $
    keyboard_arrow_down

    Chicago (ORD)to

    Puerto Plata (POP)
    12/08/26 - 12/15/26

    Round trip

    Economy

    from
    $742Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Puerto Plata (POP)
    12/01/26 - 12/08/26

    Round trip

    Economy

    from
    $742Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Puerto Plata (POP)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $742Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Puerto Plata (POP)
    12/09/26 - 12/16/26

    Round trip

    Economy

    from
    $747Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Puerto Plata (POP)
    12/02/26 - 12/09/26

    Round trip

    Economy

    from
    $747Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Puerto Plata (POP)
    11/04/26 - 11/11/26

    Round trip

    Economy

    from
    $747Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Puerto Plata (POP)
    11/11/26 - 11/18/26

    Round trip

    Economy

    from
    $747Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Puerto Plata (POP)
    12/04/26 - 12/11/26

    Round trip

    Economy

    from
    $771Fare 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 Puerto Plata

    Looking for lower fares on your trip from Chicago to Puerto Plata? 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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    • 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 Puerto Plata