Flights from Chicago to Sint Maarten – Direct & connecting routes
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ORD to SXM – All flight route options from Chicago O Hare International, Illinois, USA to Princess Juliana International, Sint Maarten. These routes are operated by 5 airlines. Fly non-stop with American Airlines or United Airlines, or choose from 6 different stopover flights. The shortest flight time is 4 hours and 45 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
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Chicago to Sint Maarten flights
With over 42 flights every week and 8 different airlines you have a wide range of options. You can fly non-stop to Sint Maarten (SXM) from Chicago (ORD) with United Airlines or American Airlines but if a stopover option suits you better you can choose to fly via Charlotte, Atlanta or any other of the 6 alternatives with connectiing airports.
Chicago to Sint Maarten with United Airlines
United Airlines has non-stop every Saturday or Sunday at 08:45 or 10:37. You also have the option to do a transit flight via New York. United Airlines is a Star Alliance member.
Note Non-stop flights with United Airlines will begin in Oct 2025.
With American Airlines
You can fly non-stop with American Airlines every Saturday at 08:10. You can also take a connecting flight via Charlotte or Miami. American Airlines is a member of the air alliance OneWorld.
Note Non-stop flights with American Airlines will begin in Dec 2025.
Distance & flight times: Chicago O'Hare to Princess Juliana International
The shortest flight time between ORD and SXM is 5 hours and 12 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 5h 12m | - | 2217 miles (3567 km) |
CLT Charlotte | 7h 0m | 1h 25m | 2224 miles (3578 km) |
ATL Atlanta | 7h 6m | 41m | 2321 miles (3734 km) |
JFK New York | 7h 41m | 1h 17m | 2436 miles (3920 km) |
EWR New York | 7h 43m | 1h 28m | 2428 miles (3907 km) |
MIA Miami | 7h 45m | 1h 6m | 2434 miles (3916 km) |
FLL Fort Lauderdale | 7h 55m | 2h 5m | 2419 miles (3892 km) |


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From USA to Sint Maarten
Below is a list of other cities in USA with flights to Sint Maarten with either non-stop or connecting flights.
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DFW Dallas
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ATL Atlanta Direct
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DEN Denver
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JFK New York Direct
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MIA Miami Direct
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LAX Los Angeles
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CLT Charlotte Direct
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IAH Houston
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EWR New York Direct
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MCO Orlando Direct