Can I book a return flight from Chicago to St. Louis?

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 St. Louis, from $6,250 for the whole aircraft.

How long is a private jet flight from St. Louis to Chicago?

A nonstop private flight from St. Louis to Chicago takes about 55m, covering roughly 251 miles (404 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 St. Louis to Chicago?

Empty leg pricing from St. Louis to Chicago 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 private flights use in Chicago?

Private flights in the Chicago area usually use Chicago Midway International (MDW) and DuPage (DPA). Passengers board at a private FBO terminal there, not through the airline terminal and its security lines.

What aircraft fly empty legs from St. Louis to Chicago?

The 251-mile distance makes this light jets territory. Expect aircraft like the Embraer Phenom 300, Cessna Citation CJ3+, HondaJet: types with the range to fly St. Louis to Chicago nonstop in about 55m.

When do empty legs from St. Louis to Chicago come up?

Empty-leg supply tracks repositioning demand, which on this route is densest the fall business season and winter escapes to Florida into Chicago. Set a saved-search alert on the route to see new one-way listings as operators publish them.

Private Jet St. Louis to Chicago

About 55 min nonstop over 251 miles. Empty legs on this route sell the whole aircraft one way, typically 25 to 75% below a comparable full charter.

STL

St. Louis

CHI

Chicago

Private jet Chicago to St. Louis

1 empty leg listed from Chicago to St. Louis, from $6,250. Empty legs are one way, so each direction is its own listing.

Fri, Feb 19
Chicago to Cahokia/St Louis
Bombardier Challenger 850
$6,250

Private jet Chicago to St. Louis

Live empty legs near St. Louis to Chicago

Every page below lists at least one live empty leg. Live as of Oct 19, 2026, 15:06 UTC.

Chicago empty leg flights · 48 departures, 6 arrivals

Other live routes into Chicago

Airports with live empty legs

St. Louis → Chicago

251 miles (404 km) from STL to CHI, nonstop by private jet

About 55m Nonstop

Typical private jet flight time for the 251-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 St. Louis to Chicago

Empty leg flights from St. Louis to Chicago

Empty leg flights from St. Louis to Chicago cover roughly 251 miles (404 km), a short hop flown northeast-bound in about 55m 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: 251 mi / 404 km
Flight time: ~55m nonstop
Typical aircraft: Light jets
Chicago airports: MDW · DPA

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. On the Chicago end, private flights usually use Chicago Midway International (MDW) and DuPage (DPA), boarding at a private FBO terminal rather than an airline terminal.

At 251 miles this is light jets territory: aircraft like the Embraer Phenom 300 and Cessna Citation CJ3+ have the range and cabin to fly it nonstop in about 55m. Demand into Chicago peaks around the fall business season and winter escapes to Florida, when repositioning flights, and so empty legs, are most frequent.

An empty leg from St. Louis to Chicago exists because an operator has to fly the aircraft along this route anyway, to reach its next client or to return to base, so it sells that one-way flight for the whole aircraft, typically 25 to 75% below a comparable full charter. The departure time follows the operator's schedule. If your dates are fixed, a full charter on the same route lets you choose the time.

St. Louis to Chicago: frequently asked questions

Can I book a return flight from Chicago to St. Louis?: 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 St. Louis, from $6,250 for the whole aircraft.
How long is a private jet flight from St. Louis to Chicago?: A nonstop private flight from St. Louis to Chicago takes about 55m, covering roughly 251 miles (404 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 St. Louis to Chicago?: Empty leg pricing from St. Louis to Chicago 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 private flights use in Chicago?: Private flights in the Chicago area usually use Chicago Midway International (MDW) and DuPage (DPA). Passengers board at a private FBO terminal there, not through the airline terminal and its security lines.
What aircraft fly empty legs from St. Louis to Chicago?: The 251-mile distance makes this light jets territory. Expect aircraft like the Embraer Phenom 300, Cessna Citation CJ3+, HondaJet: types with the range to fly St. Louis to Chicago nonstop in about 55m.
When do empty legs from St. Louis to Chicago come up?: Empty-leg supply tracks repositioning demand, which on this route is densest the fall business season and winter escapes to Florida into Chicago. Set a saved-search alert on the route to see new one-way listings as operators publish them.