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Private Jet Charter Flights From Chicago To St Maarten

Chicago → St Maarten

Distance
1,905 nm
Flight Time
4.2 hrs

Fly Private from Chicago to St Maarten

From the Windy City to turquoise waters, Triumph Jets offers private jet charters from Chicago to St. Maarten that combine convenience, privacy, and world-class service. Whether you’re planning a family vacation, a romantic retreat, or a luxury yacht connection, this route ensures every mile is effortless.
Flights depart from Chicago Midway or Palwaukee Executive and land at Princess Juliana International Airport (SXM), known for its iconic approach over Maho Beach. With premium jets and private terminals, you’ll bypass commercial hassles and arrive refreshed.
From Chicago’s skyline to Caribbean beaches, Triumph Jets makes your getaway unforgettable from takeoff to touchdown.

Estimated Pricing by Aircraft Class

Private charter pricing for this route varies by aircraft size and availability. Contact us for current quotes and availability.

Light Jet
$31,440
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Mid-Size Jet
$39,160
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Super Mid
$40,090
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Heavy Jet
$66,500
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Ultra Long Range
$70,560
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Visiting St Maarten, Sint Maarten

Where planes fly over paradise
Triumph Jets uses Princess Juliana as the Caribbean’s private aviation gateway: full customs, runways that accept every cabin size, and the departure point for St. Barts and Anguilla transfers. Some clients stay – Simpson Bay and the island’s resorts are minutes away – and many change gear here, from jet to turboprop, helicopter, or boat. Either way, the handoff is where planning shows.

Charter This Route

Get a personalized quote for your private flight from Chicago to St Maarten. Our team will find the perfect aircraft for your needs and budget.

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Frequently Asked Questions

Please refer to the Estimated Pricing by Aircraft Class section above for the displayed estimates. Final pricing depends on your itinerary, aircraft availability, and operating requirements. Contact Triumph Jets for a personalized quote.

  • Philipsburg
  • Simpson Bay
  • Marigot (French side)
  • Grand Case
  • Orient Bay
  • La Villa (Grand Case)
  • Le Pressoir
  • Ocean Lounge
  • Emilio’s
  • Palapa Grill
  • Maho Beach (plane spotting)
  • Orient Bay Beach
  • Loterie Farm
  • Fort Louis (Marigot)
  • Pinel Island

Other Key Routes
New York City > St. Maarten
Miami > St. Maarten
Dallas > St. Maarten
Los Angeles > St. Maarten
Chicago > St. Maarten
Triumph Jets
Phone: 872.333.9444
Email: Experience@triumphjets.com
Proud member of the National Business Aviation Association (NBAA), committed to advancing safety, service, and excellence in private aviation.
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