ORD (Chicago) to SXM (Philipsburg) Flights $390.94

Question : What is the cheapest day to fly in the next four weeks?
Answer : Oct 15th has seen bookings (as of Sep 18th) as cheap as $447. That comes in 23% below the average price for this route. Saving on flight costs means you'll have more cash in your hand for the trip.

Question : Over the coming months, which airline is getting their passengers to Princess Juliana International Airport (SXM) round-trip the cheapest?
Answer : Delta Air Lines is the leader in keeping prices down for their passengers over the next three months. Fares are being booked at just $445, which is quite a deal when compared to the more expensive bookings of $2,593.

Question : When traveling to Sint Maarten from Chicago, how long will you be in the air?
Answer : Flying from ORD to SXM typically takes about five hours and 10 minutes.

Question : How many departure times from O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM) are there on a daily basis?
Answer : The number of flight times varies by day of the week, but on average, ORD to SXM sees only one option. The average route departing the United States currently has five different flight times per day, so expect fewer choices than you're used to.

Question : Is this route your best bet for getting to Sint Maarten with minimal delays?
Answer : Using the combined on-time percentage and average delay breakdown, Chicago to Sint Maarten currently has a 3 out of a possible 5 star rating. A 3-star rating means you should feel slightly worried about getting to Sint Maarten on time.

Question : Best case scenario, how quickly can someone get from ORD to SXM?
Answer : If you're able to take the quickest direct flight (which is offered by United Airlines), you will be able to leave ORD at 8:15 AM CDT and get to SXM at 3:25 PM AST (five hours and 10 minutes). Remember, there is a two-hour time change.

Question : How many days should you spend in Sint Maarten?
Answer : Passengers from ORD to SXM stay about one week on average.