Fly private between Chicago and St. Thomas from US$59,500 for a midsize jet (Hawker 900XP). Get an instant, guaranteed quote.
Private jet charter from Chicago (ORD) to St. Thomas (STT), and from St. Thomas (STT) back to Chicago (ORD).
As the crow flies, Chicago to St. Thomas is roughly 3,408 kilometres — 2,118 miles, or 1,840 nautical miles.
From US$59,500 · Reply within the hour · No obligation
Chartering a private jet from Chicago to St. Thomas (and St. Thomas to Chicago) ranges from US$59,500 for a midsize jet like the Hawker 900XP, up to US$156,000 for a heavy jet such as the Challenger 605. Charters on this route are dog- and pet-friendly, with in-cabin access for your companion.
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. 9-12 seats and 5,926 km of range make it a dependable fit here.
Large-group luxury with full galley, lie-flat beds, and dedicated crew rest. It seats 12-16 and is a frequent choice on sectors of this length.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Midsize Jet · rec. | 4h 36m | 4h 08m – 5h 04m | US$59,500 | 7-9 |
| Super Midsize Jet | 4h 19m | 3h 53m – 4h 45m | US$82,500 | 9-12 |
| Heavy Jet | 4h 19m | 3h 53m – 4h 45m | US$111,500 | 12-16 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Hawker 900XP | 4h 36m | US$59,500 – US$70,000 | 7-9 |
| Embraer Praetor 500 | 4h 25m | US$65,500 – US$70,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 4h 19m | US$82,500 – US$100,000 | 9-12 |
| Cessna Citation Longitude | 4h 19m | US$91,000 – US$100,000 | 9-12 |
| Embraer Praetor 600 | 4h 25m | US$99,000 – US$100,000 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 605 | 4h 19m | US$111,500 – US$156,000 | 12-16 |
| Falcon 2000LXS | 4h 11m | US$122,500 – US$171,500 | 10-14 |
| Gulfstream G450 | 4h 11m | US$134,000 – US$187,000 | 13-16 |
Same aircraft, same route — return pricing is symmetric; flight times can vary about ±10% with wind direction.
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–St. Thomas 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.
You can fly to or from any of these airports at each end; we match the most convenient to your trip:
Chicago, United States: Chicago O'Hare International Airport, Chicago Midway International Airport and Lansing Municipal Airport.
St. Thomas, U.S. Virgin Islands: Cyril E. King Airport.
From boarding to arrival, the aircraft is exclusively yours. Discretion is built into every private charter.
One of private aviation's quiet advantages: your pet sits with you throughout. No cargo, no separation.
We work exclusively with operators who hold the correct certifications and maintenance records for the routes they fly.
You speak to people, not chatbots. A response with real aircraft options is typically with you within the hour.
Demand on Chicago–St. Thomas comes from corporate trips and getaways in equal measure — a international route where private charter pays off in time and privacy.
As a guide, charter ranges US$59,500 – US$156,000 one-way — from a midsize jet (Hawker 900XP) at the lower end. Final pricing depends on dates, group size and availability.
Roughly 4h 36m airborne across the 3,408 km sector — timings shift a little with winds and aircraft.
Midsize Jet, Super Midsize Jet, Heavy Jet are the usual choices here; our pick is a midsize jet for value and comfort on this distance.
Often yes: same-day and next-day Chicago–St. Thomas departures are possible when aircraft and crew are positioned nearby.
Yes. Our Chicago–St. Thomas charters are dog- and pet-friendly with in-cabin access — note your pet in the enquiry.
Yes — the route is fully bidirectional, with the same guide price and timing on the return leg.
Other flights from Chicago | St. Thomas | United States | North America
