Fly from
Fly to
Route
Depart
Return
Price
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Wed 11/27
3:10 pm-9:38 pm
1 stop8h 28m
Chicago O'Hare Intl
Sun 12/1
5:00 am-3:25 pm
1 stop8h 25m
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 4/19
4:45 pm-9:01 am
1 stop17h 16m
Chicago O'Hare Intl
Fri 4/25
9:15 pm-3:45 pm
1 stop17h 30m
Simpson BayChicago
SXM - MDW
SXMMDW
Simpson Bay Princess Juliana
Wed 11/27
4:00 pm-9:46 pm
1 stop7h 46m
Chicago Midway
Sun 12/1
6:00 am-2:35 pm
1 stop6h 35m
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 4/19
1:25 pm-6:09 pm
Nonstop5h 44m
Chicago O'Hare Intl
Fri 4/25
9:13 pm-12:29 pm
1 stop14h 16m
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Fri 12/20
6:29 pm-11:58 pm
1 stop31h 29m
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 12/21
3:25 pm-7:47 am
2 stops18h 22m
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sun 12/22
4:55 pm-2:45 pm
1 stop23h 50m
Simpson BayChicago
SXM - MDW
SXMMDW
Simpson Bay Princess Juliana
Sun 12/8
12:15 pm-11:10 am
3 stops24h 55m
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Tue 3/11
2:34 pm-11:59 pm
1 stop10h 25m
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 12/21
2:46 pm-6:40 pm
Nonstop5h 54m
When flying from Saint Martin Island to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Overall
Comfort
Food
Boarding
Crew
Entertainment
Reviews
Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Overall
Comfort
Food
Boarding
Crew
Entertainment
Reviews
Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Overall
Comfort
Food
Boarding
Crew
Entertainment
Reviews
Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Overall
Comfort
Food
Boarding
Crew
Entertainment
Reviews
Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Overall
Comfort
Food
Boarding
Crew
Entertainment
Reviews
Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Overall
Comfort
Food
Boarding
Crew
Entertainment
Reviews
Delta has consistently been the best U.S. airline for my travels and this flight was no exception