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

Popular airlines from Princess Juliana Intl. Airport (SXM) to Chicago O'Hare Intl. Airport (ORD)

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Frequently asked questions

Is it cheaper to buy a plane ticket from Princess Juliana Intl. Airport to ORD last minute?
Booking your journey from Princess Juliana Intl. Airport to ORD last minute could save you money if you hit the jackpot and find an epic deal. However, tickets generally don't get cheaper as the departure date nears. If you choose to wait, flights could also be booked up or the best seats taken (we hope you like the middle seat!). If you'd rather not take any chances, book well in advance of your departure date. Don't forget that some of the biggest bargains can be found up to 12 months in advance. If your favorite airline hasn't released tickets yet, check back regularly as offers are constantly updated on Expedia.
Can I change the date of my flight from SXM to O'Hare Airport?
Sometimes life gets in the way of plans, so Expedia is here to help make amending your journey easy. To start, access your Princess Juliana Intl. Airport (SXM) to O'Hare Intl. Airport (ORD) itinerary through the Expedia Trips portal and check the ticket rules and conditions about what changes you can make. If you purchased your fare in the last 24 hours, some airlines will let you cancel at no cost and organize new flights. If you bought your fare more than 24 hours ago, contact us via our Customer Service portal so we can assist you further.

Travel information

Travel information

Origin airport
Princess Juliana Intl.
Destination airport
O'Hare Intl.
Distance
3527 km

Book with confidence

Book with confidence

Philipsburg to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Philipsburg to Chicago offer the perfect respite. Not only does exploring Chicago 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 Philipsburg to Chicago 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 to 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 Chicago are only a plane trip away. Book your travel arrangements with us today!

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

Philipsburg to Chicago Flights