Private charter between Chicago and Fort Myers starts at US$26,000 aboard a midsize jet.
This route runs both ways — Chicago (ORD) to Fort Myers (RSW) and Fort Myers to Chicago — timed and priced alike.
Chicago and Fort Myers lie approximately 1,807 km apart (1,123 mi / 976 nm) on a direct routing.
From US$26,000 · Reply within the hour · No obligation
Chartering a private jet from Chicago to Fort Myers (and Fort Myers to Chicago) ranges from US$26,000 for a midsize jet like the Cessna Citation XLS+, up to US$71,500 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. | 2h 40m | 2h 24m – 2h 56m | US$37,000 | 7-9 |
| Super Midsize Jet | 2h 29m | 2h 14m – 2h 44m | US$51,000 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 2h 40m | US$37,000 – US$52,000 | 7-9 |
| Hawker 900XP | 2h 38m | US$40,500 – US$57,000 | 7-9 |
| Embraer Praetor 500 | 2h 32m | US$44,500 – US$62,500 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 2h 29m | US$51,000 – US$71,500 | 9-12 |
| Cessna Citation Longitude | 2h 29m | US$56,000 – US$78,500 | 9-12 |
| Embraer Praetor 600 | 2h 32m | US$61,000 – US$86,000 | 9-12 |
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.
The guide range for Chicago–Fort Myers is derived from the sector distance and typical winds, fuel costs at both ends, and the handling and landing charges levied at both airports. Final pricing is locked once we check live aircraft schedules.
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.
Fort Myers, United States: Southwest Florida International Airport, Page Field, Naples Municipal Airport, Punta Gorda Airport, Immokalee Regional Airport and La Belle Municipal Airport.
| Chicago O'Hare International Airport | Southwest Florida International Airport | |
|---|---|---|
| Code | KORD / ORD | KRSW / RSW |
| Longest hard runway | 13,000 ft | 12,000 ft |
| Surface | Concrete | Asphalt |
| Field elevation | 680 ft | 30 ft |
| Aircraft | Needs | Range | On this route |
|---|---|---|---|
| Embraer Phenom 100EV Very Light Jet |
3,200 ft | 2,180 km | Fuel stop needed |
| Cessna Citation M2 Very Light Jet |
2,900 ft | 2,410 km | Non-stop |
| Cessna Citation CJ3+ Light Jet |
3,500 ft | 3,700 km | Non-stop |
| Embraer Phenom 300E Light Jet |
3,278 ft | 3,650 km | Non-stop |
| Cessna Citation XLS+ Midsize Jet |
4,200 ft | 3,900 km | Non-stop |
| Hawker 900XP Midsize Jet |
5,576 ft | 4,600 km | Non-stop |
| Challenger 350 Super Midsize Jet |
4,930 ft | 5,926 km | Non-stop |
| Cessna Citation Longitude Super Midsize Jet |
4,900 ft | 6,400 km | Non-stop |
| Embraer Praetor 600 Super Midsize Jet |
4,692 ft | 7,220 km | Non-stop |
| Challenger 605 Heavy Jet |
5,440 ft | 7,400 km | Non-stop |
| Gulfstream G450 Heavy Jet |
5,300 ft | 7,800 km | Non-stop |
| Falcon 2000LXS Heavy Jet |
4,790 ft | 7,400 km | Non-stop |
| Bombardier Global 7500 Ultra Long Range Jet |
6,000 ft | 14,260 km | Non-stop |
| Bombardier Global 6000 Long Range Jet |
5,800 ft | 11,112 km | Non-stop |
| Gulfstream G650 Long Range Jet |
6,000 ft | 12,960 km | Non-stop |
| Falcon 8X Long Range Jet |
4,800 ft | 11,945 km | Non-stop |
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) · Page Field (6,406 ft, 12 km) · Naples Municipal Airport (6,600 ft, 43 km) · Punta Gorda Airport (7,193 ft, 49 km) · Immokalee Regional Airport (5,000 ft, 37 km)
Flexibility at both ends: we pick the most convenient airfield, not the busiest one.
See the guide range — US$26,000 – US$71,500 — before you even submit a request. No bait-and-switch.
Your group travels alone. No strangers, no overheard calls — just your party from Chicago to Fort Myers.
Your dog or cat travels in the cabin beside you — never in the hold. Just mention your pet when you enquire.
Demand on Chicago–Fort Myers comes from corporate trips and getaways in equal measure — a domestic route where private charter pays off in time and privacy.
Budget US$26,000 – US$71,500 one-way depending on aircraft; a midsize jet sits at the entry point. We confirm a firm figure against live availability.
About 2h 40m in the air over 1,807 km (1,123 miles), similar both ways; larger jets are marginally faster.
This sector is mainly served by Midsize Jet, Super Midsize Jet. We lead with a midsize jet for the best balance of cost, cabin and range.
Often yes: same-day and next-day Chicago–Fort Myers 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 Chicago | Fort Myers | United States | North America
