Fly private between Montego Bay and Chicago from US$51,500 for a midsize jet (Cessna Citation XLS+). Get an instant quote.
We fly Montego Bay (MBJ) ⇄ Chicago (ORD) in both directions, on the same aircraft and guide pricing.
Montego Bay and Chicago lie approximately 2,776 km apart (1,725 mi / 1,499 nm) on a direct routing.
From US$51,500 · Reply within the hour · No obligation
Chartering a private jet from Montego Bay to Chicago (and Chicago to Montego Bay) ranges from US$51,500 for a midsize jet like the Cessna Citation XLS+, up to US$134,500 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. With seating for 7-9, it balances cabin comfort against running cost.
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.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Midsize Jet · rec. | 3h 52m | 3h 29m – 4h 15m | US$51,500 | 7-9 |
| Super Midsize Jet | 3h 35m | 3h 14m – 3h 57m | US$70,500 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 3h 52m | US$51,500 – US$70,000 | 7-9 |
| Hawker 900XP | 3h 50m | US$56,500 – US$70,000 | 7-9 |
| Embraer Praetor 500 | 3h 40m | US$62,000 – US$70,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 3h 35m | US$70,500 – US$98,500 | 9-12 |
| Cessna Citation Longitude | 3h 35m | US$77,500 – US$100,000 | 9-12 |
| Embraer Praetor 600 | 3h 40m | US$84,500 – 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.
On Montego Bay–Chicago, pricing is a function of the route distance and headwinds, fuel costs across the regions you cross, and handling charges at origin and destination. We verify against current aircraft availability before quoting a firm price. 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:
Montego Bay, Jamaica: Sangster 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.
| Sangster International Airport | Chicago O'Hare International Airport | |
|---|---|---|
| Code | MKJS / MBJ | KORD / ORD |
| Longest hard runway | 10,039 ft | 13,000 ft |
| Surface | Asphalt | Concrete |
| Field elevation | 4 ft | 680 ft |
| Aircraft | Runway | Range | On this route |
|---|---|---|---|
| Embraer Phenom 100EV Very Light Jet |
3,200 ft 6,839 ft spare |
2,180 km 1,290 km short after reserves |
Fuel stop needed |
| Cessna Citation M2 Very Light Jet |
2,900 ft 7,139 ft spare |
2,410 km 1,060 km short after reserves |
Fuel stop needed |
| Cessna Citation CJ3+ Light Jet |
3,500 ft 6,539 ft spare |
3,700 km 230 km spare after reserves |
Non-stop |
| Embraer Phenom 300E Light Jet |
3,278 ft 6,761 ft spare |
3,650 km 180 km spare after reserves |
Non-stop |
| Cessna Citation XLS+ Midsize Jet |
4,200 ft 5,839 ft spare |
3,900 km 430 km spare after reserves |
Non-stop |
| Hawker 900XP Midsize Jet |
5,576 ft 4,463 ft spare |
4,600 km 1,130 km spare after reserves |
Non-stop |
| Challenger 350 Super Midsize Jet |
4,930 ft 5,109 ft spare |
5,926 km 2,456 km spare after reserves |
Non-stop |
| Cessna Citation Longitude Super Midsize Jet |
4,900 ft 5,139 ft spare |
6,400 km 2,930 km spare after reserves |
Non-stop |
| Embraer Praetor 600 Super Midsize Jet |
4,692 ft 5,347 ft spare |
7,220 km 3,750 km spare after reserves |
Non-stop |
| Challenger 605 Heavy Jet |
5,440 ft 4,599 ft spare |
7,400 km 3,930 km spare after reserves |
Non-stop |
| Gulfstream G450 Heavy Jet |
5,300 ft 4,739 ft spare |
7,800 km 4,330 km spare after reserves |
Non-stop |
| Falcon 2000LXS Heavy Jet |
4,790 ft 5,249 ft spare |
7,400 km 3,930 km spare after reserves |
Non-stop |
| Bombardier Global 7500 Ultra Long Range Jet |
6,000 ft 4,039 ft spare |
14,260 km 10,790 km spare after reserves |
Non-stop |
| Bombardier Global 6000 Long Range Jet |
5,800 ft 4,239 ft spare |
11,112 km 7,642 km spare after reserves |
Non-stop |
| Gulfstream G650 Long Range Jet |
6,000 ft 4,039 ft spare |
12,960 km 9,490 km spare after reserves |
Non-stop |
| Falcon 8X Long Range Jet |
4,800 ft 5,239 ft spare |
11,945 km 8,475 km spare after reserves |
Non-stop |
Alternates within range: Negril Airport (2,300 ft, 48 km) · Silent Waters Villa Heliport · 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)
No shared cabin, no middle seats, no compromise. 7-9 passengers, one aircraft, complete privacy.
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.
Montego Bay–Chicago is a frequently chartered international sector for executives and families alike, prized for flexibility and time saved.
Budget US$51,500 – US$134,500 one-way depending on aircraft; a midsize jet sits at the entry point. We confirm a firm figure against live availability.
About 3h 52m gate to gate over 2,776 km (1,725 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.
Yes — we handle last-minute Montego Bay–Chicago 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: Chicago to Montego Bay runs on the same aircraft and pricing, so round trips are straightforward.
Other flights from Montego Bay | Chicago | Jamaica | North America
