
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $223 (Super.com) |
One-way from | $71 (Cheapflightsfares) |
Popular in | December |
Cheapest in | August |
Average price | $988 |
Good round-trip deal | $556 or less |
Good one-way deal | $313 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sun 1/25
8:43 pm-2:10 pm
1 stop15h 27m
Simpson Bay Princess Juliana
Fri 1/30
3:15 pm-11:46 pm
1 stop10h 31m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sun 2/22
5:15 am-2:15 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Sat 2/28
3:20 pm-11:47 pm
1 stop10h 27m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sun 2/15
5:15 am-2:15 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Thu 2/19
3:20 pm-11:47 pm
1 stop10h 27m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Thu 2/5
8:43 pm-2:15 pm
1 stop15h 32m
Simpson Bay Princess Juliana
Mon 2/9
3:20 pm-11:22 am
1 stop22h 02m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 1/7
5:00 am-2:15 pm
1 stop7h 15m
Simpson Bay Princess Juliana
Mon 1/12
3:15 pm-11:22 am
1 stop22h 07m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 1/30
8:43 pm-2:10 pm
1 stop15h 27m
Simpson Bay Princess Juliana
Mon 2/9
3:20 pm-11:22 am
1 stop22h 02m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 2/4
10:07 am-2:15 pm
2 stops26h 08m
Simpson Bay Princess Juliana
Thu 2/19
3:20 pm-7:54 am
2 stops18h 34m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sun 1/11
8:43 pm-2:10 pm
1 stop15h 27m
Simpson Bay Princess Juliana
Tue 1/13
5:00 pm-8:05 am
2 stops17h 05m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sun 2/15
12:44 pm-2:15 pm
2 stops23h 31m
Simpson Bay Princess Juliana
Thu 2/19
3:20 pm-11:24 pm
1 stop10h 04m
ChicagoSimpson Bay
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Thu 2/5
8:43 pm-2:15 pm
1 stop15h 32m
Simpson Bay Princess Juliana
Wed 2/18
3:20 pm-7:54 am
2 stops18h 34m
Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St. Maarten (average of $312). Flying from Chicago O'Hare Intl Airport to St. Maarten in June is currently the most expensive (average of $595). 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.
One of the essential ways to save on airfare from Chicago O'Hare Intl Airport to St. Maarten is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 48% on airfare.
About 34% of weekly flights between Chicago and St. Maarten have experienced delays in the past year, with the average delay time being 129 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.
Sunday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 33% of flights being delayed.
Comfort
Overall
Crew
Entertainment
Food
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Crew
Entertainment
Food
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Crew
Entertainment
Food
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Crew
Entertainment
Food
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Crew
Entertainment
Food
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Crew
Entertainment
Food
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$292 | Average$737 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$312 | Average$399 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$410 | Average$790 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$535 | Average$731 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$536 | Average$695 | FlexibilityNo cancel fee | On-time71% |