
$293 Cheap American Airlines flights from Chicago to Philipsburg (ORD to SXM)
Find The Best Day To Fly from Chicago to Philipsburg
Amazing American Airlines ORD to SXM Flight Deals
The cheapest flights to Princess Juliana Intl. found within the past 7 days were $587 round trip and $293 one way. Prices and availability subject to change. Additional terms may apply.
SXM From ORD Economy Coach Packages on Similar Airlines



Frequently asked questions
Discover our best American Airlines flight from Chicago ORD to Philipsburg SXM
To find the best deals on flights to Chicago from Philipsburg with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.
Return flights from Chicago ORD to Philipsburg SXM with American Airlines
If you’re planning a round trip, booking return flights with American Airlines is usually the most cost-effective option. With airfares ranging from $587 to $587, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply.
Book one-way American Airlines flights from Chicago ORD to Philipsburg SXM
A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way American Airlines flight from Chicago to Philipsburg costs from $293. Prices and availability subject to change. Additional terms may apply.
The easy way to find cheap flights to Philipsburg SXM from Chicago ORD with American Airlines
To find a cheap American Airlines flight from Chicago ORD to Philipsburg SXM, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference.
How to find our best airfare deals on American Airlines flights from Chicago ORD to Philipsburg SXM
If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as January, or if you book a flight with a stopover.
Find nonstop flights from Chicago ORD to Philipsburg SXM with American Airlines
If you’re keen to be on Philipsburg soil fast, don’t waste time with a stopover—filter your search results to show direct American Airlines flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it.
Flexible airline tickets for American Airlines flights from Chicago ORD to Philipsburg SXM
Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.
There are a lot of reasons to book your flights to Philipsburg SXM from Chicago ORD with American Airlines on Travelocity
At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.
Airport code | Country | Airport name | Number of flights |
---|---|---|---|
DFW | USA | Dallas-Fort Worth Intl. | 599 |
CLT | USA | Charlotte-Douglas Intl. | 536 |
ORD | USA | O'Hare Intl. | 317 |
PHL | USA | Philadelphia Intl. | 247 |
MIA | USA | Miami Intl. | 193 |
DCA | USA | Ronald Reagan Washington National | 152 |
PHX | USA | Sky Harbor Intl. | 141 |
LAX | USA | Los Angeles Intl. | 81 |
LGA | USA | LaGuardia | 72 |
BOS | USA | Logan Intl. | 57 |
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Popular American Airlines Flight Routes from ORD
Top American Airlines Flight Routes from SXM
Top Flights for American Airlines originating from ORD
Domestic
- Newark Liberty Intl. Airport to San Juan (EWR - SJU)
- Newark Liberty Intl. Airport to Santiago (EWR - STI)
- New York to Montego Bay (JFK - MBJ)
- New York to Santiago (JFK - STI)
- New York to Las Vegas (JFK - LAS)
- Newark Liberty Intl. Airport to Las Vegas (EWR - LAS)
- New York to San Juan (JFK - SJU)
- New York to Santo Domingo (JFK - SDQ)
- Chicago to Las Vegas (ORD - LAS)
- Philadelphia to Orlando (PHL - MCO)
International
- New York to San Juan (JFK - SJU)
- Orlando to San Juan (MCO - SJU)
- Newark Liberty Intl. Airport to Orlando (EWR - MCO)
- New York to Santiago (JFK - STI)
- Newark Liberty Intl. Airport to Santiago (EWR - STI)
- New York to San Juan (JFK - SJU)
- New York to Las Vegas (JFK - LAS)
- New York to Santo Domingo (JFK - SDQ)
- Los Angeles to San Salvador (LAX - SAL)
- San Juan to Orlando (SJU - MCO)
Most Popular
- PHX to ORD Flights
- JetBlue Airways Windsor Locks (BDL) to San Juan (SJU) flights
- LAX to ORD Flights
- PHL to SJU Flights
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- ORD to MIA Flights
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- JetBlue Airways Kingston (KIN) to New York (JFK) flights
- ORD to DCA Flights
- ORD to MCO Flights
- ORD to TPA Flights
- JFK to SJU Flights
- ORD to MEX Flights
- ORD to PHX Flights
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- MCO to SJU Flights
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- ORD to SFO Flights
- TPA to ORD Flights
- DFW to ORD Flights
- ORD to BOS Flights
- MCO to ORD Flights
- SFO to ORD Flights
- JetBlue Airways Boston (BOS) to San Juan (SJU) flights
- DEN to ORD Flights
- ORD to LAX Flights
- ORD to CUN Flights
- Delta Atlanta (ATL) to San Juan (SJU) flights