American Airlines flights from St. Maarten/St. Martin to Chicago

Recent searches for flights from St. Maarten/St. Martin to Chicago

Sep 2026
From564USD*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From494USD*
Updated: 1 hour ago
Round tripIEconomy
Nov 2026
From494USD*
Updated: 1 hour ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label 564USD
cmp-daily-histogram-bars-legend-max-price-aria-label 1.4KUSD
Displaying fares for September-2026
  • SXM–CHI, 02/09/2026 – 09/09/2026: From 1.183USD
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  • SXM–CHI, 03/09/2026 – 10/09/2026: From 1.178USD
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  • SXM–ORD, 04/09/2026 – 11/09/2026: From 978USD
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  • SXM–CHI, 05/09/2026 – 12/09/2026: From 978USD
    05

    Sa

  • SXM–ORD, 06/09/2026 – 13/09/2026: From 983USD
    06

    Su

  • SXM–ORD, 07/09/2026 – 14/09/2026: From 978USD
    07

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  • SXM–ORD, 08/09/2026 – 15/09/2026: From 817USD
    08

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  • SXM–ORD, 09/09/2026 – 16/09/2026: From 1.428USD
    09

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  • SXM–ORD, 10/09/2026 – 17/09/2026: From 874USD
    10

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  • SXM–CHI, 11/09/2026 – 18/09/2026: From 874USD
    11

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  • SXM–CHI, 12/09/2026 – 19/09/2026: From 817USD
    12

    Sa

  • SXM–CHI, 13/09/2026 – 20/09/2026: From 912USD
    13

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  • SXM–ORD, 14/09/2026 – 21/09/2026: From 907USD
    14

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  • SXM–ORD, 15/09/2026 – 22/09/2026: From 889USD
    15

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  • SXM–CHI, 16/09/2026 – 23/09/2026: From 845USD
    16

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  • SXM–CHI, 17/09/2026 – 24/09/2026: From 724USD
    17

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  • SXM–ORD, 18/09/2026 – 25/09/2026: From 724USD
    18

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  • SXM–ORD, 19/09/2026 – 26/09/2026: From 657USD
    19

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  • SXM–ORD, 20/09/2026 – 27/09/2026: From 662USD
    20

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  • SXM–ORD, 21/09/2026 – 28/09/2026: From 657USD
    21

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  • SXM–CHI, 22/09/2026 – 29/09/2026: From 771USD
    22

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  • SXM–ORD, 23/09/2026 – 30/09/2026: From 894USD
    23

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  • SXM–CHI, 24/09/2026 – 01/10/2026: From 564USD
    24

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  • SXM–ORD, 25/09/2026 – 02/10/2026: From 564USD
    25

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  • SXM–CHI, 26/09/2026 – 03/10/2026: From 618USD
    26

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  • SXM–CHI, 27/09/2026 – 04/10/2026: From 623USD
    27

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  • SXM–ORD, 28/09/2026 – 05/10/2026: From 618USD
    28

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  • SXM–ORD, 29/09/2026 – 06/10/2026: From 783USD
    29

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  • SXM–CHI, 30/09/2026 – 07/10/2026: From 626USD
    30

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  • SXM–CHI, 01/10/2026 – 08/10/2026: From 564USD
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    OCT

    • range564USD-1.428USD

    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 St. Maarten/St. Martin to Chicago flights

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    *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.

    American Airlines flights from St. Maarten/St. Martin to Chicago

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