Chicago (ORD) to Sint Maarten (SXM) flight deal in economy from $395

Rare Availability
9% of dates checked are available within 10% of the lowest price

Friday, December 25th, 2026

10 round-trip options

Returning
Wed, Dec 30, 20265 Day Trip
$2,013 USD
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Thu, Dec 31, 20266 Day Trip
$2,013 USD
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Fri, Jan 1, 20277 Day Trip
$2,661 USD
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Sat, Jan 2, 20278 Day Trip
$3,088 USD
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Sun, Jan 3, 20279 Day Trip
$3,187 USD
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Mon, Jan 4, 202710 Day Trip
$2,275 USD
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Tue, Jan 5, 202711 Day Trip
$2,020 USD
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Wed, Jan 6, 202712 Day Trip
$1,825 USD
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Thu, Jan 7, 202713 Day Trip
$1,825 USD
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Fri, Jan 8, 202714 Day Trip
$1,799 USD