$84 Cheap Flights from Chicago (ORD) to Philipsburg (SXM)

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Cheap Flights from Chicago to Philipsburg (ORD-SXM)

Prices were available within the past 7 days and start at $84 for one-way flights and $252 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines

Chicago to Philipsburg Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Philipsburg offer the perfect respite. Not only does exploring Philipsburg provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Philipsburg may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from ORD to SXM today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Philipsburg are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Philipsburg more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Philipsburg is $84 now!

Frequently asked questions

How much is a one-way flight from ORD to Princess Juliana Intl. Airport (SXM)?
Arrange your next trip with Expedia and you could walk away with one-way Chicago flights to Sint Maarten from $343. This was the cheapest fare found for this particular journey with a departure date during the next three months — an United flight, departing ORD on June 22 2024 and landing at Princess Juliana Intl. Airport (SXM). This price was updated on May 23 2024 and has not changed since. Ready to snap up your own bargain? Terrific offers are just a click of a button away.
Is it cheaper to buy a plane ticket from O'Hare Airport to SXM last minute?
Booking your trip from O’Hare Airport to Princess Juliana Intl. Airport (SXM) last minute could save you cash if you get lucky and find a real bargain. However, fares usually don’t get cheaper as the date of departure nears. If you hold out, flights could also be booked out or the best seats taken. If you don’t want to hedge your bets, book well in advance of the date you want to leave. In fact, you can find some of the biggest deals up to 12 months in advance. If your preferred carrier hasn’t released tickets yet, check back regularly as offers are updated on Expedia all the time.
What is the cheapest airline flying from O'Hare Airport to Princess Juliana Intl. Airport in the next 90 days?
The cheapest carrier traveling from Chicago to Sint Maarten found on Expedia is United, with fares starting at $343. This price is based on fares found on Expedia with a departure date within the next 90 days. The flight departs O’Hare Airport on June 22 2024 and lands at Princess Juliana Intl. Airport (SXM). Pricing information was updated on May 23 2024 and has not changed since.
What's the cheapest price for a flight from ORD to Princess Juliana Intl. Airport (SXM) next month?
The cheapest price for a one-way flight from Chicago to Sint Maarten within the next month is $81. If you’re planning a trip soon, now’s the time to land this fare. This ticket price was found after looking at all available flights on Expedia departing within the next 30 days. This airfare is for a one-way Spirit Airlines flight heading from O’Hare Airport on June 11 2024 and getting into Princess Juliana Intl. Airport (SXM). This price was last updated on May 31 2024 and has not changed since.
Can I find cheap nonstop flights from O'Hare Airport to Princess Juliana Intl. Airport (SXM) in the next three months?
The lowest price we could find for a roundtrip nonstop flight from Chicago to Sint Maarten within the next 90 days is $949. This figure is based on available flights on Expedia with a departure date within the next three months. This airfare is for a flight via United taking off from O’Hare Airport on June 22 2024 and arriving at Princess Juliana Intl. Airport (SXM), with a return flight on June 29 2024. Pricing information was last updated on May 31 2024.If you want to locate nonstop cheap flights heading out from O’Hare Airport to Princess Juliana Intl. Airport, use our filters after you’ve hit search. Just click on “Nonstop” under “Filter by” on the left-hand side of the page to browse your options. Your results will be displayed from the lowest price, so you can see the cheapest nonstop tickets first. You’re also able to compare prices for nearby dates by clicking “Flexible dates” located on the same page.
What airports do you fly into for Simpson Bay from Chicago?
Flights from Chicago to Simpson Bay land at Princess Juliana Intl. Airport (SXM). Around 1 mi west of the heart of Simpson Bay, it’s the main gateway to this fabulous city. When you’re ready to explore the sights, Maho Beach and Mullet Bay Beach should be first on your list.
Can I change the date of my flight from O'Hare Intl. Airport (ORD) to SXM?
We know life happens and plans change, so Expedia is here to help make things as easy as possible. To start, access your O’Hare Airport to Princess Juliana Intl. Airport (SXM) itinerary through the Expedia Trips portal and browse the fare conditions and rules to see if you can make changes. If you booked in the last 24 hours, some airlines will let you cancel for free and book new flights. If you booked your fare more than 24 hours ago, get in touch with us through our Customer Service portal to learn more about your options.
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