Fly from
Fly to
Route
Depart
Return
Price
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 1/29
1:44 pm-11:20 am
1 stop19h 36m
Simpson Bay Princess Juliana
Sat 2/1
6:29 pm-12:51 am
1 stop8h 22m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 1/22
5:10 am-2:16 pm
1 stop7h 06m
Simpson Bay Princess Juliana
Wed 1/29
3:25 pm-11:02 pm
1 stop9h 37m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 2/14
11:28 am-2:31 pm
2 stops25h 03m
Simpson Bay Princess Juliana
Sat 2/22
4:04 pm-8:24 am
2 stops18h 20m
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Fri 2/14
10:00 am-2:31 pm
2 stops26h 31m
Simpson Bay Princess Juliana
Sat 2/22
4:04 pm-10:09 am
2 stops20h 05m
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Tue 1/14
6:00 am-3:16 pm
1 stop7h 16m
Simpson Bay Princess Juliana
Tue 1/21
1:40 pm-10:20 pm
1 stop10h 40m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Tue 12/31
6:55 pm-2:28 pm
1 stop17h 33m
Simpson Bay Princess Juliana
Tue 1/21
2:55 pm-12:09 am
1 stop11h 14m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Thu 3/13
6:00 am-2:51 pm
1 stop7h 51m
Simpson Bay Princess Juliana
Thu 3/20
1:53 pm-11:09 pm
1 stop10h 16m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 12/7
8:25 pm-3:55 pm
2 stops17h 30m
Simpson Bay Princess Juliana
Sat 12/14
5:45 pm-10:54 am
2 stops19h 09m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Mon 3/10
5:50 am-2:00 pm
1 stop7h 10m
Simpson Bay Princess Juliana
Tue 3/18
2:40 pm-11:57 pm
1 stop10h 17m
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Wed 11/27
11:15 am-11:55 am
2 stops22h 40m
Simpson Bay Princess Juliana
Sun 12/1
4:10 pm-11:10 am
1 stop21h 00m
Currently, September is the cheapest month in which you can book a flight from Chicago to Saint Martin Island (average of $462). Flying from Chicago to Saint Martin Island in July is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Saint Martin Island as you normally would.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$263 | Average$452 | FlexibilityNo cancel fee | On-time65% |
American Airlines | Cheapest$553 | Average$711 | FlexibilityNo cancel fee | On-time71% |
Delta | Cheapest$554 | Average$709 | FlexibilityNo cancel fee | On-timeN/A |
United Airlines | Cheapest$615 | Average$866 | FlexibilityNo cancel fee | On-time69% |