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One way empty legs between Toronto and Naples in Florida, exactly as the operators list them. The operator confirms availability and the price with you directly.
Straight line distance between the two cities. Actual routing and flight time depend on the aircraft and the airports.
Toronto Pearson is one of the larger nodes on our board, 278 departures to 70 destinations, and almost every one of its heavy corridors is short. Montreal at 40 listings, Teterboro at 40 and Sault Ste Marie at 33 are all well under 500 nautical miles. Naples in Florida is the long outlier at about 1,055 nautical miles.
Eight listings reached us on this corridor and they describe six separate movements. Counted on rows Naples is joint sixth among Toronto's destinations. Counted on separate departure dates it is fourth, because the two corridors just above it on rows, Rockford at ten and Fort Lauderdale Executive at eight, each fall on only two dates. Six movements on six dates is the shape of a corridor rather than one day's bulk listing.
At the Florida end the ranking is simpler. Naples Municipal takes 111 arrivals from 52 origins and Toronto is its second largest source at eight listings, behind Miami Opa Locka at eleven and ahead of Ottawa at seven. For a cross border sector of this length to sit that high on a Florida airport's arrival list is unusual, and it is the reason the corridor survives a quality check that most 1,000 mile pairs fail.
Three operators and five aircraft types across the six movements, and the cabins run from a seven seat Cessna Citation Ultra to a twelve seat Bombardier Global 5000. Five of the six publish a block time and the spread over the identical sector is 48 minutes: two hours 36 minutes on the Global 5000 against three hours 24 minutes on the Embraer Phenom 300.
Six movements on six dates spread across five months, 4 August 2026 to 4 January 2027, and they fall in two clumps with a long gap between them. Three in August and early September, then nothing at all until 1 December. Only the last of the six, 4 January, was still on the board when this page was built.
Notice runs from six days to 101. The 3 September Challenger 300 went on the board six days out and the 23 August Citation XLS twelve. The three forward legs are the long ones: 1 December first seen 66 days ahead, 6 December 75 days and 4 January 101 days. The 4 August leg appeared in our very first scrape on 31 July, so its real notice is unknown and we are not going to guess at it.
Approximate corridor between Toronto and Naples. Operators fly the sector direct; the airports each listing uses are shown on the flight itself.
Three of the eight listings we received describe the same 3 September movement. Chartright sent it under three labels, once as a Bombardier Challenger 300, once as a Bombardier Challenger 300 Super Mid Size Jet and once with no aircraft named at all, two of the three carrying the same CAD 25,000 figure. The table below shows it once, as one Challenger 300 at CAD 25,000, because that is what the three rows describe between them. This is also a cross border sector, so passports are needed for everyone on board and the operator will tell you where customs is cleared. The distance is measured from Pearson to Naples Municipal, the only pair of codes on the corridor.
Reading the record.
| Departure | Aircraft | Seats | Operator's published price | Status |
|---|---|---|---|---|
| Reading the record. | ||||
Every leg we have recorded between Toronto and Naples, in either direction, since 30 July 2026, whether it is still on the board or not. A leg leaves the board when the operator stops publishing it, and we cannot tell from outside whether it was sold or withdrawn, so these are counts of what was listed, not of what flew.
One bar per calendar month, from the first month in our record to the furthest date an operator has published so far. Grey bars are months already past, gold is this month and the months ahead. A blank month is a month we have no record for, and before August 2026 that means we were not yet recording. The months ahead hold only what operators have published up to now, and most empty legs appear days or weeks before departure, so those bars will keep growing. The shape says how far ahead operators publish, not how busy a month will be.
| Airports flown | Legs recorded | On the board | Priced | Last seen | |
|---|---|---|---|---|---|
| Reading the record. | |||||
Each row is a pair of airports as the operator named them, in the direction flown. Both directions of the corridor are counted. An operator that names only the city leaves us the city, which is why some rows are city names.
The price on a card is the operator's figure for the whole aircraft. What that comes to per seat, across every type we see, is in how much an empty leg private jet costs.
One of the six carries a published price: CAD 25,000 for the whole aircraft on an eight seat Bombardier Challenger 300 leaving Toronto on 3 September. It is a Chartright Air Group listing and the figure is in Canadian dollars because that is the operator's own currency, not a conversion we have made.
One figure is not a corridor rate, and the honest thing to set it against is on the page for the other direction. Naples to Toronto carries a single published price too, CAD 18,000 on a seven seat Cessna Citation Excel. Same corridor, same currency, two different operators and two different cabins, with CAD 7,000 between them. Neither number is the route's price and both are worth seeing.
The five unpriced legs come from two operators that publish nothing at all. Elite Jets has priced none of its 154 listings in our record and NovaJet none of its 45. Chartright is the one that does publish, on 538 of its 676 listings, and it is the only operator here with a figure against its name.
Chartright publishes no tail number on any of its 676 listings and neither does Elite Jets on any of its 154, so the only identified airframe on this corridor is NovaJet's Bombardier Global 5000, C-GFAP, on 4 January. That same aircraft appears on the Naples to Toronto page on 17 December, which is one airframe working both directions seven weeks apart.
Naples back to Toronto is in our record at eight listings on seven dates and has a page of its own, which makes this one of the few long corridors we hold in both directions. Ask the operator whether the Canadian dollar figure sits before or after handling and customs fees, whether the departure time can still move, and what happens if the paid flight that created this empty leg falls through.
Toronto to Naples empty legs are posted days ahead, not months. Leave your email and we watch both directions for you, Toronto to Naples and Naples to Toronto, and send you nothing else.