ORD to SXM (Chicago to Philipsburg) Flights

Last Minute Flights from ORD to SXM

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
ORDSimpson BayMarch 20 to March 30$584
*Prices include taxes and fees

Cheapest ORD to SXM Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
ORDSimpson BayApril 10 to April 16$264
ORDSimpson BayApril 11 to April 23$385
ORDSimpson BayMay 13 to May 20$521
ORDSimpson BayApril 4 to April 11$525
ORDSimpson BayApril 13 to April 16$555
*Prices include taxes and fees
ORD to SXM Flight Details
Origin airport
O'Hare Intl.
Origin airport IATA code
ORD
Destination airport
Princess Juliana Intl.
Destination airport IATA code
SXM
Distance
2204 mi

Frequently asked questions

What airlines fly direct from O'Hare Intl. Airport (ORD) to Princess Juliana Intl. Airport (SXM)?
There are no airlines that fly straight from O'Hare Airport to Princess Juliana Intl. Airport (SXM). To reach Simpson Bay, book a journey with at least one stop.
How many flights are there from ORD to SXM?
There are 24 flights per day from Chicago, IL (ORD-O'Hare Intl.) to Philipsburg (SXM-Princess Juliana Intl.), so you have no shortage of ways to get to Simpson Bay. Just pick a time and date that suits your schedule and secure your fare.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
This flight from Chicago, IL (ORD-O'Hare Intl.) to Philipsburg (SXM-Princess Juliana Intl.) will take some 8 hours and 3 minutes. Use the opportunity to begin the novel that's been sitting on your bedside table for a long time or catch up on your beauty sleep.
What is the flight distance from Chicago, IL (ORD-O'Hare Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
At a distance of 2,200 miles (3,600 1), you'll be cruising at altitude for some time during this medium-haul journey. Want leg space? Ask for an aisle seat. Otherwise, go for the window and take in the changing scenery between Chicago and Simpson Bay.
How many morning flights are there from ORD to SXM?
Buckle up and travel from ORD to SXM on board one of the 48 morning flights every week. American Airlines (AA) lists 27 of these services taking off before midday. 5:00AM is the earliest departure you can book with this airline.
How many afternoon flights are there from ORD to SXM?
With 124 afternoon and evening flights from ORD to SXM every week, you can forget about dragging yourself out of bed at the crack of dawn.

  • Purchase a ticket with American Airlines (AA), which has 47 flights every week that jet off after midday. 12:15PM is the earliest of those flights.
  • Delta Air Lines (DL) provides 33 afternoon and evening flights each week. The first one leaves at 12:35PM.
  • Otherwise you can reserve a flight from 1:04PM onward with United Airlines (UA). This carrier has 20 afternoon and evening flights a week.

What is the earliest departure time out of Chicago to Simpson Bay?
Head out from ORD at 5:00AM and hit the tarmac at SXM at 1:23PM. This is the earliest flight available on this route.
What is the latest departure time out of Chicago to Simpson Bay?
From ORD, the latest flight you can get leaves at 9:33PM and arrives at 2:43PM at SXM. If you're not into early starts, this is the perfect flight for you.
What is the average price from Chicago to Simpson Bay?
Round-trip tickets from ORD to SXM start from around $264. Book today and score a sensational deal. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to Philipsburg Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to Philipsburg to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from ORD to SXM, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Chicago to Philipsburg, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.

Plan Your Trip