Cheap flights from Chicago to Saint Martin

View AU$91 flight on Wed, 22 Oct. 2025Opens in a new window

Popular airlines from Chicago to Saint Martin

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • United

    United

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Cheap Flights from Chicago (CHI) to Saint Martin (SXM)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 25 Sep. - Tue, 30 Sep.
ORD
Chicago
LGA
New York
AU$180 Return, found 2 hours ago
AU$180
Return
found 2 hours ago
Select American Airlines flight, departing Thu, 25 Sep. from Chicago to New York, returning Tue, 30 Sep., priced at AU$180 found 2 hours ago
Delta
Tue, 9 Sep. - Sat, 13 Sep.
ORD
Chicago
JFK
New York
AU$211 Return, found 1 day ago
AU$211
Return
found 1 day ago
Select Delta flight, departing Tue, 9 Sep. from Chicago to New York, returning Sat, 13 Sep., priced at AU$211 found 1 day ago
Delta
Thu, 18 Sep. - Wed, 24 Sep.
ORD
Chicago
LGA
New York
AU$211 Return, found 7 hours ago
AU$211
Return
found 7 hours ago
Select Delta flight, departing Thu, 18 Sep. from Chicago to New York, returning Wed, 24 Sep., priced at AU$211 found 7 hours ago
United
Thu, 25 Sep. - Tue, 30 Sep.
ORD
Chicago
LGA
New York
AU$287 Return, found 2 hours ago
AU$287
Return
found 2 hours ago
Select United flight, departing Thu, 25 Sep. from Chicago to New York, returning Tue, 30 Sep., priced at AU$287 found 2 hours ago
Alaska Airlines
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
JFK
New York
AU$748 Return, found 3 days ago
AU$748
Return
found 3 days ago
Select Alaska Airlines flight, departing Wed, 3 Sep. from Chicago to New York, returning Wed, 10 Sep., priced at AU$748 found 3 days ago
All Nippon Airways
Sun, 23 Nov. - Sun, 7 Dec.
ORD
Chicago
SYD
Sydney
AU$1,897 Return, found 6 days ago
AU$1,897
Return
found 6 days ago
Select All Nippon Airways flight, departing Sun, 23 Nov. from Chicago to Sydney, returning Sun, 7 Dec., priced at AU$1,897 found 6 days ago

Find the cheapest month to fly from Chicago (CHI) to Simpson Bay (SXM)

April is typically the cheapest month to fly

From AU$507 - AU$1,123 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.