Fly private between Chicago and Philipsburg from US$61,500 for a midsize jet (Hawker 900XP). Get an instant quote.
We fly Chicago (ORD) ⇄ Philipsburg (SXM) in both directions, on the same aircraft and guide pricing.
As the crow flies, Chicago to Philipsburg is roughly 3,549 kilometres — 2,205 miles, or 1,916 nautical miles.
From US$61,500 · Reply within the hour · No obligation
Guide pricing for Chicago–Philipsburg spans US$61,500 – US$161,000: from a midsize jet (Hawker 900XP) at the entry level to a heavy jet (Challenger 605) at the top. All cabins are pet-friendly — travel with dogs and pets beside you.
A stand-up cabin and more baggage room for medium-haul comfort. It seats 7-9 and is a frequent choice on sectors of this length.
Intercontinental comfort with a full stand-up cabin and separate sleeping area. It seats 9-12 and is a frequent choice on sectors of this length.
Large-group luxury with full galley, lie-flat beds, and dedicated crew rest. 12-16 seats and 7,400 km of range make it a dependable fit here.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Midsize Jet · rec. | 4h 47m | 4h 18m – 5h 16m | US$61,500 | 7-9 |
| Super Midsize Jet | 4h 29m | 4h 02m – 4h 56m | US$85,000 | 9-12 |
| Heavy Jet | 4h 29m | 4h 02m – 4h 56m | US$115,000 | 12-16 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Hawker 900XP | 4h 47m | US$61,500 – US$70,000 | 7-9 |
| Embraer Praetor 500 | 4h 35m | US$67,500 – US$70,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 4h 29m | US$85,000 – US$100,000 | 9-12 |
| Cessna Citation Longitude | 4h 29m | US$93,500 – US$100,000 | 9-12 |
| Embraer Praetor 600 | 4h 35m | US$100,000 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 605 | 4h 29m | US$115,000 – US$161,000 | 12-16 |
| Falcon 2000LXS | 4h 21m | US$126,500 – US$177,000 | 10-14 |
| Gulfstream G450 | 4h 21m | US$138,000 – US$193,000 | 13-16 |
The return leg uses the same aircraft and guide pricing; timings may shift up to ±10% depending on winds.
Guide prices are one-way estimates incl. positioning; taxes/handling extra. Round-trip and one-way both available.
Several variables shape what you pay for a Chicago–Philipsburg charter: the distance and prevailing winds on the day, fuel costs across the regions you cross, handling and landing fees at both airports, and the specific aircraft confirmed against live availability. International routing adds overflight permits and customs clearance to the final figure.
Private departures on this route use the following airports — we will recommend the best fit for your schedule:
Chicago, United States: Chicago O'Hare International Airport, Dupage Airport, Chicago Executive Airport, Chicago Midway International Airport, Gary/Chicago International Airport and Lewis University Airport.
Philipsburg, Sint Maarten: Princess Juliana International Airport and Clayton J. Lloyd International Airport.
| Chicago O'Hare International Airport | Princess Juliana International Airport | |
|---|---|---|
| Code | KORD / ORD | TNCM / SXM |
| Longest hard runway | 13,000 ft | 7,546 ft |
| Surface | Concrete | Asphalt |
| Field elevation | 680 ft | 13 ft |
| Aircraft | Runway | Range | On this route |
|---|---|---|---|
| Cessna Citation M2 Very Light Jet |
2,900 ft 4,646 ft spare |
2,410 km 2,027 km short after reserves |
Fuel stop needed |
| Cessna Citation CJ3+ Light Jet |
3,500 ft 4,046 ft spare |
3,700 km 737 km short after reserves |
Fuel stop needed |
| Embraer Phenom 300E Light Jet |
3,278 ft 4,268 ft spare |
3,650 km 787 km short after reserves |
Fuel stop needed |
| Cessna Citation XLS+ Midsize Jet |
4,200 ft 3,346 ft spare |
3,900 km 537 km short after reserves |
Fuel stop needed |
| Hawker 900XP Midsize Jet |
5,576 ft 1,970 ft spare |
4,600 km 163 km spare after reserves |
Non-stop |
| Challenger 350 Super Midsize Jet |
4,930 ft 2,616 ft spare |
5,926 km 1,489 km spare after reserves |
Non-stop |
| Cessna Citation Longitude Super Midsize Jet |
4,900 ft 2,646 ft spare |
6,400 km 1,963 km spare after reserves |
Non-stop |
| Embraer Praetor 600 Super Midsize Jet |
4,692 ft 2,854 ft spare |
7,220 km 2,783 km spare after reserves |
Non-stop |
| Challenger 605 Heavy Jet |
5,440 ft 2,106 ft spare |
7,400 km 2,963 km spare after reserves |
Non-stop |
| Gulfstream G450 Heavy Jet |
5,300 ft 2,246 ft spare |
7,800 km 3,363 km spare after reserves |
Non-stop |
| Falcon 2000LXS Heavy Jet |
4,790 ft 2,756 ft spare |
7,400 km 2,963 km spare after reserves |
Non-stop |
| Bombardier Global 7500 Ultra Long Range Jet |
6,000 ft 1,546 ft spare |
14,260 km 9,823 km spare after reserves |
Non-stop |
| Bombardier Global 6000 Long Range Jet |
5,800 ft 1,746 ft spare |
11,112 km 6,675 km spare after reserves |
Non-stop |
| Gulfstream G650 Long Range Jet |
6,000 ft 1,546 ft spare |
12,960 km 8,523 km spare after reserves |
Non-stop |
| Falcon 8X Long Range Jet |
4,800 ft 2,746 ft spare |
11,945 km 7,508 km spare after reserves |
Non-stop |
1 further aircraft is omitted: it would need more than one fuel stop over 3,549 km.
Alternates within range: Dupage Airport (7,571 ft, 30 km) · Chicago Executive Airport (5,001 ft, 15 km) · Chicago Midway International Airport (6,522 ft, 25 km) · Gary/Chicago International Airport (8,859 ft, 57 km) · Clayton J. Lloyd International Airport (5,462 ft, 19 km) · Grand Case-l'Espérance Airport (3,937 ft, 9 km) · F. D. Roosevelt Airport (4,265 ft, 62 km) · St. Jean Airport (2,119 ft, 32 km)
Fast responses matter when schedules shift. We turn around most Chicago–Philipsburg quote requests within 60 minutes.
Airline schedules are fixed; yours doesn't have to be. Depart Chicago–Philipsburg when the time is right.
Private terminals mean check-in takes minutes. The 3,549 km flight is the fastest part of the door-to-door journey.
Flexibility at both ends: we pick the most convenient airfield, not the busiest one.
Chicago–Philipsburg is a frequently chartered international sector for executives and families alike, prized for flexibility and time saved.
As a guide, charter ranges US$61,500 – US$161,000 one-way — from a midsize jet (Hawker 900XP) at the lower end. Final pricing depends on dates, group size and availability.
About 4h 47m gate to gate over 3,549 km (2,205 miles), similar both ways; larger jets are marginally faster.
This sector is mainly served by Midsize Jet, Super Midsize Jet, Heavy Jet. We lead with a midsize jet for the best balance of cost, cabin and range.
Yes — we handle last-minute Chicago–Philipsburg charters, often with as little as 4 hours' notice, subject to aircraft and crew availability.
Absolutely — pets travel in the cabin with you on this route; just tell us the details when you ask for a quote.
Of course: Philipsburg to Chicago runs on the same aircraft and pricing, so round trips are straightforward.
Other flights from Chicago | Philipsburg | United States | North America
