Fly private between Orlando and Chicago from US$24,000 for a midsize jet (Cessna Citation XLS+). Get an instant quote.
Private jet charter from Orlando (MCO) to Chicago (ORD), and from Chicago (ORD) back to Orlando (MCO).
The straight-line distance between Orlando and Chicago is about 1,620 km (1,007 miles), or 875 nautical miles.
From US$24,000 · Reply within the hour · No obligation
Chartering a private jet from Orlando to Chicago (and Chicago to Orlando) ranges from US$24,000 for a midsize jet like the Cessna Citation XLS+, up to US$66,000 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. | 2h 26m | 2h 11m – 2h 41m | US$34,000 | 7-9 |
| Super Midsize Jet | 2h 16m | 2h 02m – 2h 30m | US$47,000 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 2h 26m | US$34,000 – US$47,500 | 7-9 |
| Hawker 900XP | 2h 24m | US$37,500 – US$52,500 | 7-9 |
| Embraer Praetor 500 | 2h 18m | US$41,000 – US$57,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 2h 16m | US$47,000 – US$66,000 | 9-12 |
| Cessna Citation Longitude | 2h 16m | US$51,500 – US$72,500 | 9-12 |
| Embraer Praetor 600 | 2h 18m | US$56,500 – US$79,000 | 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 Orlando and Chicago are driven by three main factors: the direct distance and winds on the day, fuel costs at both ends, and airside fees at each airport. Final pricing is confirmed against real aircraft availability before you book.
Private departures on this route use the following airports — we will recommend the best fit for your schedule:
Orlando, United States: Orlando International Airport, Orlando Executive Airport, Kissimmee Gateway Airport, Orlando Sanford International Airport, Space Florida Launch and Landing Facility and Space Coast Regional 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.
Counts every airfield flown for each city — Orlando: Orlando (ORL, SFB, MCO); Chicago: Chicago (MDW, ORD), Chicago/Romeoville (LOT), Chicago/West Chicago (DPA), Chicago/Prospect Heights/Wheeling (PWK).
Observed traffic makes this a weekend leisure route: departures cluster on Sun, most often around 16:00 UTC.
Orlando→Chicago runs about 13 minutes longer, which is the prevailing wind rather than the distance.
Mon is the quietest day we observe on this pairing, which is usually when an aircraft is easiest to source at short notice.
| Direction | Departures observed | Typical block | Fastest seen | Aircraft observed |
|---|---|---|---|---|
| Orlando → Chicago | 28 | 147 min | 125 min | Bombardier Challenger 350 (4), Bombardier Challenger 300 (3), Bombardier Challenger (3), Cessna Citation CJ3 (2) |
| Chicago → Orlando | 21 | 134 min | — | Embraer Praetor 500 (3), Dassault Falcon 50 (2), Dassault Falcon 2000 (2), Learjet 45 (2) |
49 movements observed, 2025-08-17 to 2026-08-16.
| Orlando International Airport | Chicago O'Hare International Airport | |
|---|---|---|
| Code | KMCO / MCO | KORD / ORD |
| Longest hard runway | 12,005 ft | 13,000 ft |
| Surface | Porous friction course | Concrete |
| Field elevation | 96 ft | 680 ft |
All 16 aircraft we quote for Orlando to Chicago can use both airfields and fly the route non-stop. Orlando International Airport has 12,005 ft and Chicago O'Hare International Airport 13,000 ft, both comfortably beyond the 6,000 ft the largest types here need, so field length is not what decides the aircraft on this route — cabin size and range are. At 1,620 km it is close to the limit for the shortest-legged aircraft here, the Embraer Phenom 100EV at 2,180 km.
Alternates within range: Orlando Executive Airport (6,004 ft, 13 km) · Kissimmee Gateway Airport (6,001 ft, 20 km) · Orlando Sanford International Airport (11,002 ft, 39 km) · Space Florida Launch and Landing Facility (15,001 ft, 63 km) · 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)
We work exclusively with operators who hold the correct certifications and maintenance records for the routes they fly.
Our team responds to Orlando–Chicago quote requests within the hour during business hours, with real aircraft options.
Choose your wheels-up time — Orlando–Chicago runs on your calendar, not an airline's.
Those 2h 26m are uninterrupted time — work, rest, or simply arrive ready.
Orlando–Chicago is a frequently chartered domestic sector for executives and families alike, prized for flexibility and time saved.
Budget US$24,000 – US$66,000 one-way depending on aircraft; a midsize jet sits at the entry point. We confirm a firm figure against live availability.
Roughly 2h 26m gate to gate across the 1,620 km sector — timings shift a little with winds and aircraft.
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 Orlando–Chicago departures are possible when aircraft and crew are positioned nearby.
Yes. Our Orlando–Chicago charters are dog- and pet-friendly with in-cabin access — note your pet in the enquiry.
Of course: Chicago to Orlando runs on the same aircraft and pricing, so round trips are straightforward.
Other flights from Orlando | Chicago | United States | North America
