Can I book a return flight from Chicago to Nashville?

Yes. Empty legs are one way, so the return is its own listing. As of October 19, 2026, 1 empty leg is listed from Chicago to Nashville, from $5,503 for the whole aircraft.

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

A nonstop private flight from Nashville to Chicago takes about 1h 10m, covering roughly 392 miles (631 km). Light jets such as the Embraer Phenom 300 fly it without a fuel stop.

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

Empty leg pricing on the Nashville to Chicago 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 Nashville to Chicago?

The 392-mile distance makes this light jets territory. Expect aircraft like the Embraer Phenom 300, Cessna Citation CJ3+, HondaJet: types with the range to fly Nashville to Chicago nonstop in about 1h 10m.

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

Empty-leg supply on this route tracks repositioning demand, which is densest spring through fall, around the music and event calendar from Nashville and the fall business season and winter escapes to Florida into Chicago. Set a saved-search alert on the corridor to catch new one-way listings as operators publish them.

Private Jet Nashville to Chicago

About 1 hr 10 min nonstop over 392 miles. Empty legs on this route sell the whole aircraft one way, typically 25 to 75% below a comparable full charter.

BNA

Nashville

CHI

Chicago

Private jet Chicago to Nashville

1 empty leg listed from Chicago to Nashville, from $5,503. Empty legs are one way, so each direction is its own listing.

Wed, Oct 21
Chicago/West Chicago to Gallatin
Cirrus SF 50 Vision Jet
$5,503

Private jet Chicago to Nashville

Live empty legs near Nashville to Chicago

Every page below lists at least one live empty leg. Live as of Oct 19, 2026, 12:33 UTC.

Nashville empty leg flights · 25 departures, 9 arrivals
Chicago empty leg flights · 48 departures, 7 arrivals

Other live routes from Nashville

Nashville to Atlanta

Other live routes into Chicago

Airports with live empty legs

Nashville → Chicago

392 miles (631 km) from BNA to CHI, nonstop by private jet

About 1h 10m Nonstop

Typical private jet flight time for the 392-mile trip, with no connections

Light Jets

Embraer Phenom 300, Cessna Citation CJ3+, HondaJet: types with the range to fly this route nonstop

Available Flights

Search for flights from Nashville to Chicago

Empty leg flights from Nashville to Chicago

Empty leg flights from Nashville to Chicago cover roughly 392 miles (631 km), a short hop flown northbound in about 1h 10m 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: 392 mi / 631 km
Flight time: ~1h 10m nonstop
Typical aircraft: Light jets
Nashville airports: JWN · BNA
Chicago airports: MDW · DPA

Nashville is one of the fastest-growing private markets in the South, fueled by music, healthcare, and a steady stream of weekend visitors. Both business and event travel keep aircraft busy. 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.

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

At 392 miles this is squarely light jets territory: aircraft like the Embraer Phenom 300 and Cessna Citation CJ3+ have the range and cabin to fly it comfortably nonstop. Demand peaks around spring through fall, around the music and event calendar out of Nashville and the fall business season and winter escapes to Florida into Chicago, when repositioning flights, and so empty legs, are most frequent.

Nashville to Chicago: frequently asked questions

Can I book a return flight from Chicago to Nashville?: Yes. Empty legs are one way, so the return is its own listing. As of October 19, 2026, 1 empty leg is listed from Chicago to Nashville, from $5,503 for the whole aircraft.
How long is a private jet flight from Nashville to Chicago?: A nonstop private flight from Nashville to Chicago takes about 1h 10m, covering roughly 392 miles (631 km). Light jets such as the Embraer Phenom 300 fly it without a fuel stop.
How much can you save on an empty leg from Nashville to Chicago?: Empty leg pricing on the Nashville to Chicago 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 Nashville to Chicago private flights use?: Departures usually leave from John C. Tune (JWN) and Nashville International (BNA) in the Nashville area, and arrivals favor Chicago Midway International (MDW) and DuPage (DPA) near Chicago. These are dedicated business-aviation airports with private FBO terminals, not the main commercial hubs.
What aircraft fly empty legs from Nashville to Chicago?: The 392-mile distance makes this light jets territory. Expect aircraft like the Embraer Phenom 300, Cessna Citation CJ3+, HondaJet: types with the range to fly Nashville to Chicago nonstop in about 1h 10m.
When is the best time to find a Nashville to Chicago empty leg?: Empty-leg supply on this route tracks repositioning demand, which is densest spring through fall, around the music and event calendar from Nashville and the fall business season and winter escapes to Florida into Chicago. Set a saved-search alert on the corridor to catch new one-way listings as operators publish them.