Find Deals on Flights from Chicago O'Hare International to Simpson Bay Princess Juliana (ORD - SXM)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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

Book cheap flights from Chicago O'Hare International to Simpson Bay Princess Juliana

(Round-trip)
Depart: Sat Feb 4 2017 Return: Sat Feb 11 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
12:15a
SXM
7:50a
7h 35m
1 stop
SXM
10:50a
ORD
7:59p
9h 09m
1 stop
Depart: Thu Feb 9 2017 Return: Mon Feb 13 2017 Trip spans 5 days
JetBlue
JetBlue
ORD
5:33a
SXM
7:57a
26h 24m
1 stop
SXM
8:02a
ORD
2:22p
30h 20m
1 stop
Depart: Sun Feb 5 2017 Return: Sat Feb 11 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
12:33a
SXM
11:59p
23h 26m
2 stops
SXM
5:00a
ORD
9:22a
28h 22m
2 stops
Depart: Sat Mar 4 2017 Return: Tue Mar 14 2017 Trip spans 10 days
United
United
ORD
2:37p
SXM
5:55a
15h 18m
1 stop
SXM
10:10a
ORD
1:47p
27h 37m
2 stops
Depart: Mon Jul 3 2017 Return: Tue Jul 4 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
2:35p
SXM
8:15a
17h 40m
1 stop
SXM
12:20p
ORD
8:47p
8h 27m
1 stop
Depart: Wed Mar 8 2017 Return: Mon Mar 13 2017 Trip spans 5 days
Delta
Delta
ORD
12:50a
SXM
7:49a
6h 59m
1 stop
SXM
10:59a
ORD
8:35p
9h 36m
1 stop
Depart: Wed Feb 8 2017 Return: Mon Feb 13 2017 Trip spans 6 days
JetBlue
JetBlue
ORD
5:33a
SXM
5:00a
23h 27m
2 stops
SXM
8:02a
ORD
2:22p
30h 20m
1 stop
Depart: Sun Jan 29 2017 Return: Sun Feb 5 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
7:59a
SXM
12:00a
16h 01m
2 stops
SXM
6:10a
ORD
1:57a
19h 47m
2 stops
Depart: Mon Mar 6 2017 Return: Sun Mar 12 2017 Trip spans 6 days
United
United
ORD
4:15p
SXM
7:10a
14h 55m
2 stops
SXM
8:55a
ORD
6:27p
9h 32m
1 stop
Depart: Sat May 6 2017 Return: Sat May 13 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SXM
8:50a
7h 35m
1 stop
SXM
10:50a
ORD
8:59p
10h 09m
1 stop
Depart: Sun Mar 26 2017 Return: Mon Mar 27 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
2:35p
SXM
7:58a
17h 23m
1 stop
SXM
11:39a
ORD
6:09a
18h 30m
1 stop
Depart: Tue Apr 4 2017 Return: Sun Apr 9 2017 Trip spans 6 days
Delta
Delta
ORD
2:00a
SXM
8:44a
6h 44m
1 stop
SXM
10:00a
ORD
5:14a
19h 14m
1 stop
Depart: Tue May 16 2017 Return: Tue May 23 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
12:19a
SXM
3:58a
27h 39m
1 stop
SXM
5:54a
ORD
9:48a
27h 54m
1 stop
Depart: Tue Mar 7 2017 Return: Sun Mar 12 2017 Trip spans 5 days
United
United
ORD
4:15p
SXM
7:10a
14h 55m
2 stops
SXM
8:55a
ORD
6:27p
9h 32m
1 stop
Depart: Fri Jun 9 2017 Return: Tue Jun 13 2017 Trip spans 5 days
JetBlue
JetBlue
ORD
4:39p
SXM
10:38a
17h 59m
1 stop
SXM
9:54a
ORD
4:38a
18h 44m
1 stop
Depart: Tue Jul 4 2017 Return: Wed Jul 5 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
7:55a
SXM
3:34p
7h 39m
1 stop
SXM
4:00a
ORD
2:42p
10h 42m
1 stop
Depart: Wed Apr 5 2017 Return: Sun Apr 9 2017 Trip spans 5 days
Delta
Delta
ORD
2:00a
SXM
8:44a
6h 44m
1 stop
SXM
10:00a
ORD
5:14a
19h 14m
1 stop
Depart: Fri Jun 2 2017 Return: Sat Jun 10 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
11:30p
SXM
6:30a
7h 00m
1 stop
SXM
7:30a
ORD
1:03a
17h 33m
1 stop
Depart: Tue Mar 28 2017 Return: Wed Apr 5 2017 Trip spans 9 days
United
United
ORD
5:15p
SXM
8:10a
14h 55m
2 stops
SXM
10:30a
ORD
8:02p
9h 32m
1 stop
Depart: Wed Jul 5 2017 Return: Thu Jul 6 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
4:35a
SXM
3:34p
10h 59m
1 stop
SXM
4:00a
ORD
1:27p
9h 27m
1 stop
Select an airline:  United
Direct flights ORD 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 Jan 14 - Feb 18
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Chicago
$347
Destination

Simpson Bay
$347
Airlines Airline reviews

4 travelers who booked a flight from Chicago to Simpson Bay rated their chosen airlines with an average of 5.6.

Overall
6.0
Boarding
6.0
Crew
7.0
Comfort
5.5
Food
4.5
Entertainment
4.5