
Round-trip from | $253 (Cheapflightsfares) |
|---|---|
One-way from | $71 (Cheapflightsfares) |
Popular in | December |
Cheapest in | September |
Average price | $787 |
Good round-trip deal | $737 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sun 4/19
5:05 am-1:37 pm
1 stop7h 32m
Simpson Bay Princess Juliana
Fri 4/24
4:00 pm-1:05 pm
1 stop22h 05m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Tue 5/5
5:55 am-1:30 pm
1 stop6h 35m
Simpson Bay Princess Juliana
Tue 5/12
2:25 pm-9:55 pm
1 stop8h 30m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 5/13
5:55 am-1:30 pm
1 stop6h 35m
Simpson Bay Princess Juliana
Wed 5/20
2:25 pm-9:55 pm
1 stop8h 30m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sun 5/3
5:05 am-1:37 pm
1 stop7h 32m
Simpson Bay Princess Juliana
Fri 5/8
4:42 pm-7:44 am
1 stop16h 02m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 6/10
8:20 pm-5:00 pm
1 stop19h 40m
Simpson Bay Princess Juliana
Wed 6/17
3:05 pm-4:16 pm
2 stops50h 11m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Tue 5/26
6:15 am-1:54 pm
1 stop30h 39m
Simpson Bay Princess Juliana
Wed 6/3
12:31 pm-10:58 pm
1 stop11h 27m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Tue 5/26
5:55 am-1:30 pm
1 stop6h 35m
Simpson Bay Princess Juliana
Tue 6/2
2:25 pm-9:55 pm
1 stop8h 30m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Thu 6/18
3:21 pm-11:27 am
1 stop19h 06m
Simpson Bay Princess Juliana
Mon 6/22
12:25 pm-4:00 am
1 stop16h 35m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 4/24
4:15 pm-2:55 pm
1 stop21h 40m
Simpson Bay Princess Juliana
Tue 4/28
11:45 am-9:39 pm
1 stop10h 54m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 5/13
5:30 am-1:51 pm
1 stop7h 21m
Simpson Bay Princess Juliana
Wed 5/20
3:20 pm-11:59 pm
1 stop9h 39m
Currently, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St. Maarten (average of $231). Flying from Chicago O'Hare Intl Airport to St. Maarten in April is currently the most expensive (average of $630). 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.
When flying from Chicago O'Hare Intl Airport to St. Maarten, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
About 25% of weekly flights between Chicago and St. Maarten have experienced delays in the past year, with the average delay time being 114 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, American Airlines have had the lowest number of delays on this route, with just 20% of flights being delayed.
Crew
Boarding
Entertainment
Overall
Food
Comfort
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Boarding
Entertainment
Overall
Food
Comfort
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Boarding
Entertainment
Overall
Food
Comfort
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Boarding
Entertainment
Overall
Food
Comfort
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Boarding
Entertainment
Overall
Food
Comfort
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Boarding
Entertainment
Overall
Food
Comfort
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$231 | Average$421 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$240 | Average$382 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$389 | Average$730 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$487 | Average$617 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$501 | Average$719 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$568 | Average$731 | FlexibilityNo cancel fee | On-time62% |