How much does a private jet from Chicago to Miami cost?

As of October 19, 2026, 1 empty leg is listed from Chicago to Miami. Prices start at $19,063 on a super midsize jet. Each price is for the whole aircraft, one way, with taxes and fees itemised at checkout. Empty legs typically run 25 to 75% below a comparable full charter on the same route.

Can I book a return flight from Miami to Chicago?

Yes. Empty legs are one way, so the return is its own listing. As of October 19, 2026, 1 empty leg is listed from Miami to Chicago, from $12,060 for the whole aircraft.

How long is a private jet flight from Chicago to Miami?

A nonstop private flight from Chicago to Miami takes about 2h 45m, covering roughly 1,177 miles (1,894 km). Midsize and super-midsize jets such as the Cessna Citation Longitude fly it without a fuel stop.

How much can you save on an empty leg from Chicago to Miami?

Empty leg pricing on the Chicago to Miami corridor typically runs 25 to 75% below a comparable full charter, because the operator is repositioning the aircraft anyway. The deepest discounts appear inside the 72-hour window before departure.

What aircraft fly empty legs from Chicago to Miami?

The 1,177-mile distance makes this midsize and super-midsize jets territory. Expect aircraft like the Cessna Citation Longitude, Bombardier Challenger 350, Citation XLS+: types with the range to fly Chicago to Miami nonstop in about 2h 45m.

When is the best time to find a Chicago to Miami empty leg?

Empty-leg supply on this route tracks repositioning demand, which is densest the fall business season and winter escapes to Florida from Chicago and December through April, plus Art Basel and the F1 weekend into Miami. Set a saved-search alert on the corridor to catch new one-way listings as operators publish them.

Private Jet Chicago to Miami

About 2 hr 45 min nonstop over 1,177 miles. 1 empty leg listed from $19,063 for the whole aircraft, one way.

CHI

Chicago

MIA

Miami

Private jet Chicago to Miami prices

1 empty leg listed from Chicago to Miami, from $19,063.

Listed empty-leg prices as of October 19, 2026. Each is for the whole aircraft, one way, with taxes and fees itemised at checkout. Empty legs typically run 25 to 75% below a comparable full charter.

Lowest listed price by aircraft class across all 1 listings.
Aircraft class	Listed	From (whole aircraft)	Example aircraft
Super midsize jet	1	$19,063	Cessna Citation X

Next Chicago to Miami empty legs

Wed, Nov 18
Gary to Fort Lauderdale
Cessna Citation X
$19,063

Private jet Miami to Chicago

1 empty leg listed from Miami to Chicago, from $12,060. Empty legs are one way, so each direction is its own listing.

Sat, Dec 26
Fort Lauderdale to Chicago
Dassault Falcon 900
$12,060

Private jet Miami to Chicago

Listings last updated Oct 19, 2026, 19:24 UTC.

Chicago → Miami

1,177 miles (1,894 km) from CHI to MIA, nonstop by private jet

About 2h 45m Nonstop

Typical private jet flight time for the 1,177-mile trip, with no connections

Midsize and Super-Midsize Jets

Cessna Citation Longitude, Bombardier Challenger 350, Citation XLS+: types with the range to fly this route nonstop

Available Flights

Search for flights from Chicago to Miami

Empty leg flights from Chicago to Miami

Empty leg flights from Chicago to Miami cover roughly 1,177 miles (1,894 km), a transcontinental-class leg flown southeast-bound in about 2h 45m nonstop by private jet. When an operator already has an aircraft repositioning on this corridor, that one-way flight sells as an empty leg at a fraction of the price of a comparable full charter.

Distance: 1,177 mi / 1,894 km
Flight time: ~2h 45m nonstop
Typical aircraft: Midsize and super-midsize jets
Chicago airports: MDW · DPA
Miami airports: OPF · TMB

Chicago is the Midwest's private-aviation hub, with Midway and DuPage serving the city's finance and corporate base. Sun-belt and coastal business runs anchor demand. Miami is the gateway between the US Northeast, Latin America, and the Caribbean, with Opa-Locka Executive handling the bulk of private traffic. Demand spikes hard around the winter-sun season and marquee events.

Most Chicago to Miami private traffic moves through dedicated business-aviation airports rather than the crowded commercial terminals. On the Chicago end that means Chicago Midway International (MDW) and DuPage (DPA); arrivals into Miami favor Miami-Opa Locka Executive (OPF) and Miami Executive (TMB). Flying these FBO-served fields means curb-to-cabin in minutes and no main-terminal queues on either side.

At 1,177 miles this is squarely midsize and super-midsize jets territory: aircraft like the Cessna Citation Longitude and Bombardier Challenger 350 have the range and cabin to fly it comfortably nonstop. Miami runs 1 hour ahead of Chicago, worth factoring into arrival timing. Demand peaks around the fall business season and winter escapes to Florida out of Chicago and December through April, plus Art Basel and the F1 weekend into Miami, when repositioning flights, and so empty legs, are most frequent.

Chicago to Miami: frequently asked questions

How much does a private jet from Chicago to Miami cost?: As of October 19, 2026, 1 empty leg is listed from Chicago to Miami. Prices start at $19,063 on a super midsize jet. Each price is for the whole aircraft, one way, with taxes and fees itemised at checkout. Empty legs typically run 25 to 75% below a comparable full charter on the same route.
Can I book a return flight from Miami to Chicago?: Yes. Empty legs are one way, so the return is its own listing. As of October 19, 2026, 1 empty leg is listed from Miami to Chicago, from $12,060 for the whole aircraft.
How long is a private jet flight from Chicago to Miami?: A nonstop private flight from Chicago to Miami takes about 2h 45m, covering roughly 1,177 miles (1,894 km). Midsize and super-midsize jets such as the Cessna Citation Longitude fly it without a fuel stop.
How much can you save on an empty leg from Chicago to Miami?: Empty leg pricing on the Chicago to Miami corridor typically runs 25 to 75% below a comparable full charter, because the operator is repositioning the aircraft anyway. The deepest discounts appear inside the 72-hour window before departure.
Which airports do Chicago to Miami private flights use?: Departures usually leave from Chicago Midway International (MDW) and DuPage (DPA) in the Chicago area, and arrivals favor Miami-Opa Locka Executive (OPF) and Miami Executive (TMB) near Miami. These are dedicated business-aviation airports with private FBO terminals, not the main commercial hubs.
What aircraft fly empty legs from Chicago to Miami?: The 1,177-mile distance makes this midsize and super-midsize jets territory. Expect aircraft like the Cessna Citation Longitude, Bombardier Challenger 350, Citation XLS+: types with the range to fly Chicago to Miami nonstop in about 2h 45m.
When is the best time to find a Chicago to Miami empty leg?: Empty-leg supply on this route tracks repositioning demand, which is densest the fall business season and winter escapes to Florida from Chicago and December through April, plus Art Basel and the F1 weekend into Miami. Set a saved-search alert on the corridor to catch new one-way listings as operators publish them.