Charter Georgetown to Chicago privately from US$49,000, about 3h 39m gate to gate. Request your price in minutes.
We fly Georgetown (GCM) ⇄ Chicago (ORD) in both directions, on the same aircraft and guide pricing.
Georgetown and Chicago lie approximately 2,597 km apart (1,614 mi / 1,402 nm) on a direct routing.
From US$49,000 · Reply within the hour · No obligation
Chartering a private jet from Georgetown to Chicago (and Chicago to Georgetown) ranges from US$49,000 for a midsize jet like the Cessna Citation XLS+, up to US$127,500 for a super midsize jet such as the Challenger 350. 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. 7-9 seats and 3,900 km of range make it a dependable fit here.
Intercontinental comfort with a full stand-up cabin and separate sleeping area. With seating for 9-12, it balances cabin comfort against running cost.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Midsize Jet · rec. | 3h 39m | 3h 17m – 4h 01m | US$49,000 | 7-9 |
| Super Midsize Jet | 3h 23m | 3h 03m – 3h 43m | US$67,000 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 3h 39m | US$49,000 – US$68,500 | 7-9 |
| Hawker 900XP | 3h 36m | US$54,000 – US$70,000 | 7-9 |
| Embraer Praetor 500 | 3h 27m | US$59,000 – US$70,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 3h 23m | US$67,000 – US$94,000 | 9-12 |
| Cessna Citation Longitude | 3h 23m | US$73,500 – US$100,000 | 9-12 |
| Embraer Praetor 600 | 3h 27m | US$80,500 – US$100,000 | 9-12 |
Outbound and return are priced alike on identical aircraft; expect roughly ±10% variation in time by wind.
Guide prices are one-way estimates incl. positioning; taxes/handling extra. Round-trip and one-way both available.
Jet charter costs between Georgetown and Chicago are driven by three main factors: the direct distance and winds on the day, fuel costs across the regions you cross, and airside fees at each airport. Final pricing is confirmed against real aircraft availability before you book. 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:
Georgetown, Cayman Islands: Owen Roberts International Airport.
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.
| Owen Roberts International Airport | Chicago O'Hare International Airport | |
|---|---|---|
| Code | MWCR / GCM | KORD / ORD |
| Longest hard runway | 7,867 ft | 13,000 ft |
| Surface | Asphalt | Concrete |
| Field elevation | 8 ft | 680 ft |
| Aircraft | Runway | Range | On this route |
|---|---|---|---|
| Embraer Phenom 100EV Very Light Jet |
3,200 ft 4,667 ft spare |
2,180 km 1,067 km short after reserves |
Fuel stop needed |
| Cessna Citation M2 Very Light Jet |
2,900 ft 4,967 ft spare |
2,410 km 837 km short after reserves |
Fuel stop needed |
| Cessna Citation CJ3+ Light Jet |
3,500 ft 4,367 ft spare |
3,700 km 453 km spare after reserves |
Non-stop |
| Embraer Phenom 300E Light Jet |
3,278 ft 4,589 ft spare |
3,650 km 403 km spare after reserves |
Non-stop |
| Cessna Citation XLS+ Midsize Jet |
4,200 ft 3,667 ft spare |
3,900 km 653 km spare after reserves |
Non-stop |
| Hawker 900XP Midsize Jet |
5,576 ft 2,291 ft spare |
4,600 km 1,353 km spare after reserves |
Non-stop |
| Challenger 350 Super Midsize Jet |
4,930 ft 2,937 ft spare |
5,926 km 2,679 km spare after reserves |
Non-stop |
| Cessna Citation Longitude Super Midsize Jet |
4,900 ft 2,967 ft spare |
6,400 km 3,153 km spare after reserves |
Non-stop |
| Embraer Praetor 600 Super Midsize Jet |
4,692 ft 3,175 ft spare |
7,220 km 3,973 km spare after reserves |
Non-stop |
| Challenger 605 Heavy Jet |
5,440 ft 2,427 ft spare |
7,400 km 4,153 km spare after reserves |
Non-stop |
| Gulfstream G450 Heavy Jet |
5,300 ft 2,567 ft spare |
7,800 km 4,553 km spare after reserves |
Non-stop |
| Falcon 2000LXS Heavy Jet |
4,790 ft 3,077 ft spare |
7,400 km 4,153 km spare after reserves |
Non-stop |
| Bombardier Global 7500 Ultra Long Range Jet |
6,000 ft 1,867 ft spare |
14,260 km 11,013 km spare after reserves |
Non-stop |
| Bombardier Global 6000 Long Range Jet |
5,800 ft 2,067 ft spare |
11,112 km 7,865 km spare after reserves |
Non-stop |
| Gulfstream G650 Long Range Jet |
6,000 ft 1,867 ft spare |
12,960 km 9,713 km spare after reserves |
Non-stop |
| Falcon 8X Long Range Jet |
4,800 ft 3,067 ft spare |
11,945 km 8,698 km spare after reserves |
Non-stop |
Alternates within range: Cayman Helicopters Heliport · Camana Bay Heliport · Ritz-Carlton Grand Cayman Heliport · Royal Vista Estate Private Helipad · 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)
Your aircraft is sourced from operators we have verified — licensing, insurance, maintenance history and crew ratings included.
You speak to people, not chatbots. A response with real aircraft options is typically with you within the hour.
No hubs, no layovers, no fixed departures. The Georgetown–Chicago sector leaves when you do.
Those 3h 39m are uninterrupted time — work, rest, or simply arrive ready.
Georgetown–Chicago is a frequently chartered international sector for executives and families alike, prized for flexibility and time saved.
As a guide, charter ranges US$49,000 – US$127,500 one-way — from a midsize jet (Cessna Citation XLS+) at the lower end. Final pricing depends on dates, group size and availability.
About 3h 39m gate to gate over 2,597 km (1,614 miles), similar both ways; larger jets are marginally faster.
Midsize Jet, Super Midsize 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 Georgetown–Chicago departures are possible when aircraft and crew are positioned nearby.
Absolutely — pets travel in the cabin with you on this route; just tell us the details when you ask for a quote.
Yes — the route is fully bidirectional, with the same guide price and timing on the return leg.
Other flights from Georgetown | Chicago | Cayman Islands | North America
