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Empty leg flights from Chicago

Private jets repositioning out of Chicago and nearby airports, offered one way at a reduced price for the whole aircraft. We have tracked 45 empty legs from Chicago; 8 are available now.

Available now

Cessna Citation Excel — empty leg Chicago to Lincoln3 photos

Chicago → Lincoln

Nov 17, 2026 · 1:24 PM CST

Aircraft: Cessna Citation Excel

Category: Midsize jet

Seats: 9

Operator audits
ARGUS GoldWyvern

$6,247USD · whole aircraft56% off retail

Typical charter $14,070estimate, same aircraft and route

View details & 3 photos → Request this flight →
Dassault Falcon 900 — empty leg Chicago to Kansas City3 photos

Chicago → Kansas City

Nov 21, 2026 · 6:54 AM CST

Aircraft: Dassault Falcon 900

Category: Heavy jet

Seats: 14

Operator audits
ARGUS GoldWyvern

$9,372USD · whole aircraft41% off retail

Typical charter $15,753estimate, same aircraft and route

View details & 3 photos → Request this flight →
Cessna Citation XLS — empty leg Gary to Chicago4 photos

Gary → Chicago

Nov 28, 2026 · 12:42 PM CST

Aircraft: Cessna Citation XLS

Category: Midsize jet

Seats: 8

Operator audits
ARGUS GoldWyvern

$5,344USD · whole aircraft31% off retail

Typical charter $7,742estimate, same aircraft and route

View details & 4 photos → Request this flight →
Cessna Citation XLS — empty leg Gary to Chicago4 photos

Gary → Chicago

Dec 17, 2026 · 7:36 AM CST

Aircraft: Cessna Citation XLS

Category: Midsize jet

Seats: 8

Operator audits
ARGUS GoldWyvern

$5,869USD · whole aircraft31% off retail

Typical charter $8,502estimate, same aircraft and route

View details & 4 photos → Request this flight →
Cessna Citation Ultra — empty leg Gary to Lincoln4 photos

Gary → Lincoln

Dec 23, 2026 · 12:15 PM CST

Aircraft: Cessna Citation Ultra

Category: Light jet

Seats: 8

Operator audits
ARGUS GoldWyvern

$3,869USD · whole aircraft66% off retail

Typical charter $11,496estimate, same aircraft and route

View details & 4 photos → Request this flight →
Cessna Citation X — empty leg Chicago to Kalamazoo2 photos

Chicago → Kalamazoo

Dec 31, 2026 · 11:15 AM CST

Aircraft: Cessna Citation X

Category: Super midsize

Seats: 8

Operator audits
Wyvern

$8,693USD · whole aircraft53% off retail

Typical charter $18,664estimate, same aircraft and route

View details & 2 photos → Request this flight →
Beechcraft Hawker 900XP — empty leg Gary to Minneapolis6 photos

Gary → Minneapolis

Jan 6, 2027 · 7:48 AM CST

Aircraft: Beechcraft Hawker 900XP

Category: Midsize jet

Seats: 9

Operator audits
ARGUS GoldWyvern

$7,067USD · whole aircraft35% off retail

Typical charter $10,884estimate, same aircraft and route

View details & 6 photos → Request this flight →

See all 8 flights from Chicago

Popular routes from Chicago

What empty legs from Chicago have cost

Aircraft classEmpty legs seenLowestTypical empty legTypical full charter
Turboprop1$2,778$2,778$3,901
Light jet6$5,376$11,859$7,661
Midsize jet7$4,744$6,247$14,070
Super midsize15$7,008$15,812$18,664
Heavy jet15$7,375$12,078$17,907
Ultra long range1$34,144$34,144$41,544

Prices in USD for the whole aircraft, one way. "Typical" is the median of the flights we have tracked; a full charter is a regular booking at the time you choose.

How empty legs work

An empty leg is a flight the aircraft has to make anyway, usually to reach its next client or its base. The schedule is set by the original charterer, so the time is usually fixed and the flight can be cancelled. In exchange the price is well below a regular charter.

Request a flight

Call 1-888-812-8676 or request online. An advisor calls back within 15 minutes, 24/7.

Before you pay

Every flight we arrange is operated by a certificated air carrier we have checked and named in writing. Is private jet charter safe? The client checklist · How we vet operators · Empty-leg terms · Questions answered

Regulatory disclosure

Ravello Jets is an air charter broker, not a direct air carrier. All flights are operated by FAA / Transport Canada (or equivalent) certificated and licensed air carriers. Ravello Jets does not own or operate aircraft. Aircraft availability, pricing, and operator assignment are subject to confirmation at the time of booking.