ORD to SXM (Chicago to Philipsburg) Flights

Last Minute Flights from ORD to SXM

Best airfare and ticket deals for ORD to SXM flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDSimpson BayApril 20 to April 27$671
*Prices include taxes and fees

Cheapest ORD to SXM Flights

Best airfare and ticket deals for ORD to SXM flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDSimpson BayMay 17 to May 19$228
ORDSimpson BayMay 21 to May 25$256
ORDSimpson BayAugust 3 to August 14$553
ORDSimpson BayJanuary 26 to February 2$565
*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

Which airlines with flights from ORD to SXM allow free cancellation due to COVID-19?
To locate the airlines that offer flexible COVID-19 related changes, simply use our convenient filter tool. Get started by entering your travel details. Then, once all the available flights are displayed, check the “No change fee” box underneath the “Flexible change policies” subheading on the left. Read over the air carrier’s cancellation policies before reserving your ORD to SXM ticket.
What airlines fly direct from Chicago, IL Airport (ORD-O'Hare Intl.) to Philipsburg Airport (SXM-Princess Juliana Intl.)?
At the moment, no airlines fly straight from ORD to Philipsburg Airport (SXM-Princess Juliana Intl.). If you’re thinking of visiting Simpson Bay, book a flight with one stop at least.
How many flights are there from ORD to SXM?
No less than 13 services are scheduled daily between Chicago, IL Airport (ORD-O’Hare Intl.) and Philipsburg Airport (SXM-Princess Juliana Intl.). Fasten your safety belt because your plane to Simpson Bay is ready to jet off.
How long does it take to fly from Chicago, IL Airport (ORD-O'Hare Intl.) to Philipsburg Airport (SXM-Princess Juliana Intl.)?
You’ll be sitting on the plane for approximately 7 hours and 42 minutes from Chicago, IL Airport (ORD-O’Hare Intl.) to Philipsburg Airport (SXM-Princess Juliana Intl.), so dress in comfortable clothing. Cozy hoodies, breathable pants and slip-on sneakers are all excellent options for a flight of this duration.
What is the flight distance from Chicago, IL Airport (ORD-O'Hare Intl.) to Philipsburg Airport (SXM-Princess Juliana Intl.)?
Covering a distance of 2200 miles (3600 km), you’ll be in the sky for some time during this medium-haul flight. Want legroom? Reserve an aisle seat. Otherwise, sidle up to a window and enjoy the views between Chicago and Simpson Bay.
How many morning flights are there from ORD to SXM?
Buckle up and journey from ORD to SXM on board one of the 31 morning flights each week. American Airlines (AA) offers 16 weekly flights leaving before midday. 5:00AM is the first departure available with this carrier.
How many afternoon flights are there from ORD to SXM?
Choose from one of the 61 afternoon and evening flights from ORD to SXM a week and remove the stress of early morning starts.
  • American Airlines (AA) lists 28 flights every week departing after midday. The earliest leaves the runway at 12:20PM.
  • Delta (DL) is another popular option, listing 16 afternoon and evening flights per week. The earliest departs at 12:20PM.
What is the earliest departure time out of Chicago to Simpson Bay?
The earliest flight jets off from ORD at 5:00AM and lands at 1:21PM at SXM. Be sure to give yourself adequate time in the morning to get to your departure gate.
What is the latest departure time out of Chicago to Simpson Bay?
From ORD, the last flight sets out at 9:15PM and touches down at 10:51AM at SXM. If you’re not a big fan of early starts, this is the flight to catch.
What is the average price from Chicago to Simpson Bay?
Flights from ORD to SXM start at around $228. Act fast, because fabulous fares get scooped up in a hurry! 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 Flight Schedule

CarrierFlightDepart ORDArrive SXMFri
4/19		Sat
4/20		Sun
4/21		Mon
4/22		Tue
4/23		Wed
4/24		Thu
4/25		Stops
UA242710:43 am04:49 pm
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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 perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from ORD to SXM, we’ve got you covered here at Flights.com.

We present you with some of the hottest 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.