Find Deals on Flights from Chicago to Simpson Bay Princess Juliana (CHI - SXM)

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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Simpson Bay Princess Juliana

(Round-trip)
Depart: Sat Apr 22 2017 Return: Sat Apr 29 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
SXM
29h 46m
nonstop
SXM
ORD
21h 45m
nonstop
Depart: Sat May 20 2017 Return: Sat May 27 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SXM
7h 35m
1 stop
SXM
ORD
10h 07m
1 stop
Depart: Mon May 1 2017 Return: Wed May 10 2017 Trip spans 10 days
American Airlines
American Airlines
ORD
SXM
6h 49m
1 stop
SXM
ORD
10h 36m
1 stop
Depart: Mon Mar 20 2017 Return: Wed Mar 22 2017 Trip spans 3 days
Delta
Delta
MDW
SXM
6h 49m
1 stop
SXM
MDW
8h 11m
1 stop
Depart: Tue Mar 21 2017 Return: Mon Mar 27 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
SXM
16h 20m
1 stop
SXM
ORD
30h 04m
1 stop
Depart: Thu Jun 8 2017 Return: Thu Jun 15 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
SXM
6h 45m
1 stop
SXM
ORD
8h 27m
1 stop
Depart: Tue Apr 25 2017 Return: Tue May 2 2017 Trip spans 8 days
Delta
Delta
MDW
SXM
6h 50m
1 stop
SXM
MDW
8h 24m
1 stop
Depart: Mon Jul 3 2017 Return: Mon Jul 10 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
SXM
6h 45m
1 stop
SXM
ORD
8h 27m
1 stop
Depart: Fri May 5 2017 Return: Mon May 8 2017 Trip spans 4 days
Delta
Delta
MDW
SXM
6h 44m
1 stop
SXM
MDW
8h 24m
1 stop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
SXM
15h 19m
1 stop
SXM
ORD
29h 25m
1 stop
Depart: Tue Jul 18 2017 Return: Sun Jul 23 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
SXM
6h 45m
1 stop
SXM
ORD
8h 27m
1 stop
Depart: Tue Jun 6 2017 Return: Mon Jun 12 2017 Trip spans 7 days
Delta
Delta
MDW
SXM
6h 44m
1 stop
SXM
MDW
9h 08m
1 stop
Depart: Mon Feb 27 2017 Return: Thu Mar 2 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
SXM
2h 24m
nonstop
SXM
ORD
6h 24m
nonstop
Depart: Mon Aug 14 2017 Return: Mon Aug 21 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
SXM
6h 48m
1 stop
SXM
ORD
8h 27m
1 stop
Depart: Fri Jul 14 2017 Return: Wed Jul 19 2017 Trip spans 6 days
Delta
Delta
MDW
SXM
6h 44m
1 stop
SXM
MDW
9h 08m
1 stop
Depart: Sun Jun 4 2017 Return: Sun Jun 11 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
SXM
17h 40m
1 stop
SXM
ORD
18h 02m
1 stop
Depart: Sat Apr 29 2017 Return: Thu May 4 2017 Trip spans 6 days
Delta
Delta
MDW
SXM
24h 10m
1 stop
SXM
MDW
8h 24m
1 stop
Depart: Sat Aug 12 2017 Return: Sun Aug 20 2017 Trip spans 9 days
American Airlines
American Airlines
ORD
SXM
17h 21m
1 stop
SXM
ORD
8h 27m
1 stop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Delta
Delta
MDW
SXM
17h 29m
1 stop
SXM
MDW
28h 46m
1 stop
Depart: Thu Mar 16 2017 Return: Thu Mar 23 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
SXM
13h 05m
1 stop
SXM
ORD
13h 49m
1 stop
Select an airline:  United
Direct flights CHI to SXM on United
Flight # Depart ORD Arrive SXM Sun Mon Tue Wed Thu Fri Sat Valid Between
1671 8:15 am 3:25 pm Feb 18 - Mar 11
1671 8:15 am 2:25 pm Mar 18 - Apr 1
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
only $507
only $520
Destination

Simpson Bay
$507