Find Cheap Flights from Chicago to Sint Maarten

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago to Sint Maarten

(Round-trip)
Depart: Sat Jan 6 2018 Return: Sat Jan 13 2018 Trip spans 8 days
United
United
ORD
SXM
5h 10m
nonstop
SXM
ORD
5h 55m
nonstop
Depart: Fri Apr 20 2018 Return: Mon Apr 30 2018 Trip spans 11 days
American Airlines
American Airlines
ORD
SXM
6h 45m
1 stop
SXM
ORD
7h 25m
1 stop
Depart: Fri Mar 2 2018 Return: Mon Mar 5 2018 Trip spans 4 days
Delta
Delta
MDW
SXM
6h 53m
1 stop
SXM
MDW
8h 58m
1 stop
Depart: Sat Jan 6 2018 Return: Sat Jan 13 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
SXM
17h 25m
1 stop
SXM
ORD
5h 55m
nonstop
Depart: Sat Jan 6 2018 Return: Sat Jan 13 2018 Trip spans 8 days
United
United
ORD
SXM
5h 10m
nonstop
SXM
ORD
5h 55m
nonstop
Depart: Sat Apr 7 2018 Return: Sat Apr 14 2018 Trip spans 8 days
American Airlines
American Airlines
ORD
SXM
17h 40m
1 stop
SXM
ORD
12h 20m
1 stop
Depart: Sat Dec 23 2017 Return: Sat Dec 30 2017 Trip spans 8 days
Delta
Delta
ORD
SXM
17h 08m
2 stops
SXM
ORD
8h 21m
1 stop
Depart: Sat Jan 13 2018 Return: Sat Jan 20 2018 Trip spans 8 days
United
United
ORD
SXM
5h 10m
nonstop
SXM
ORD
5h 55m
nonstop
Depart: Fri Apr 20 2018 Return: Sun Apr 29 2018 Trip spans 10 days
American Airlines
American Airlines
ORD
SXM
6h 48m
1 stop
SXM
ORD
16h 56m
1 stop
Depart: Sat Jan 13 2018 Return: Sat Jan 20 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
SXM
13h 05m
1 stop
SXM
ORD
5h 55m
nonstop
Depart: Sat Feb 3 2018 Return: Sat Feb 10 2018 Trip spans 8 days
United
United
ORD
SXM
5h 10m
nonstop
SXM
ORD
5h 55m
nonstop
Depart: Thu Feb 8 2018 Return: Wed Feb 28 2018 Trip spans 21 days
American Airlines
American Airlines
ORD
SXM
17h 30m
1 stop
SXM
ORD
8h 48m
1 stop
Depart: Sat Feb 3 2018 Return: Sat Feb 10 2018 Trip spans 8 days
United
United
ORD
SXM
5h 10m
nonstop
SXM
ORD
5h 55m
nonstop
Depart: Fri Nov 3 2017 Return: Mon Nov 6 2017 Trip spans 4 days
Delta
Delta
ORD
SXM
6h 48m
1 stop
SXM
ORD
8h 25m
1 stop
Depart: Thu Mar 15 2018 Return: Mon Mar 19 2018 Trip spans 5 days
American Airlines
American Airlines
ORD
SXM
8h 43m
1 stop
SXM
ORD
18h 02m
1 stop
Depart: Sat Dec 23 2017 Return: Sat Dec 30 2017 Trip spans 8 days
United
United
ORD
SXM
17h 11m
1 stop
SXM
ORD
5h 55m
nonstop
Depart: Fri Apr 20 2018 Return: Mon Apr 30 2018 Trip spans 11 days
Multiple Airlines
Multiple Airlines
ORD
SXM
31h 25m
2 stops
SXM
ORD
10h 30m
2 stops
Depart: Sat Jan 6 2018 Return: Sat Jan 13 2018 Trip spans 8 days
Delta
Delta
MDW
SXM
6h 53m
1 stop
SXM
MDW
19h 40m
1 stop
Depart: Sat Dec 30 2017 Return: Thu Jan 4 2018 Trip spans 6 days
United
United
ORD
SXM
5h 10m
nonstop
SXM
ORD
8h 49m
1 stop
Depart: Thu Mar 15 2018 Return: Mon Mar 19 2018 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
SXM
17h 41m
2 stops
SXM
ORD
34h 30m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Chicago
only $511
only $526
Destination

Simpson Bay
$511