Empty Leg Flights to Chicago
Chicago is one of the busiest tourist destinations and attracts travelers from all over the world to the U.S. state of Illinois. In addition, private jets are a common way to travel from state to state. What’s more, thanks to the world-famous attractions, great vacation destinations, and popularity among private travelers, you have multiple prospects to benefit from empty leg flights.
Empty Legs Instant Quote to/from Chicago
Empty Leg Private Jet Flights Chicago
Updated daily. Last update – Fri, 26 Jun 2026
| From | To | Aircraft | Seats | Date | Price |
|---|---|---|---|---|---|
| CHICAGO EXECUTIVE, CHICAGO/WHEELING (PWK) | TETERBORO, TETERBORO (TEB) | Citation XLS+ | 8 | from Fri, 26 Jun – to Fri, 26 Jun | $ 18,360 * |
| HOLLYWOOD INTL, FORT LAUDERDALE (FLL) | TETERBORO, TETERBORO (TEB) | Falcon 50 | 9 | from Mon, 29 Jun – to Mon, 29 Jun | $ 22,800 * |
| TAMPA INTL, TAMPA (TPA) | TETERBORO, TETERBORO (TEB) | Challenger 605 | 9 | from Fri, 26 Jun – to Sat, 27 Jun | $ 15,000 * |
| OAKLAND COUNTY INTL, PONTIAC (PTK) | TETERBORO, TETERBORO (TEB) | Challenger 604 | 10 | from Fri, 26 Jun – to Fri, 26 Jun | $ 12,000 * |
| CHICAGO EXECUTIVE, CHICAGO/WHEELING (PWK) | DULLES INTL, WASHINGTON (IAD) | Citation XLS | 8 | from Sun, 28 Jun – to Sun, 28 Jun | $ 14,580 * |
| MYRTLE BEACH INTL, MYRTLE BEACH (MYR) | LONG ISLAND MAC ARTHUR, NEW YORK (ISP) | Learjet 60 | 8 | from Sat, 27 Jun – to Sat, 27 Jun | $ 14,520 * |
| HILTON HEAD, HILTON HEAD ISLAND (HHH) | REPUBLIC, FARMINGDALE (FRG) | Citation CJ | 6 | from Fri, 26 Jun – to Sat, 27 Jun | $ 10,200 * |
| KENOSHA REGIONAL, KENOSHA (ENW) | T. F. GREEN STATE INTL, PROVIDENCE (PVD) | Falcon 900C | 12 | from Fri, 26 Jun – to Fri, 26 Jun | $ 21,720 * |
| OPA-LOCKA EXECUTIVE, MIAMI (OPF) | MORRISTOWN MUNI, MORRISTOWN (MMU) | Citation CJ3+ | 0 | from Fri, 26 Jun – to Fri, 26 Jun | $ 21,600 * |
| GENERAL MITCHELL INTL, MILWAUKEE (MKE) | PALM BEACH INTL, WEST PALM BEACH (PBI) | Citation CJ4 Gen2 | 9 | from Mon, 29 Jun – to Mon, 29 Jun | $ 20,700 * |
| LAMBERT-ST LOUIS INTL, ST. LOUIS (STL) | LAURENCE G HANSCOM FLD, BEDFORD (BED) | Learjet 60 | 7 | from Fri, 26 Jun – to Fri, 26 Jun | $ 19,620 * |
| ST CLAIR COUNTY INTL, PORT HURON (PHN) | CAPE COD GATEWAY, HYANNIS (HYA) | Challenger 350 | 10 | from Sat, 27 Jun – to Sat, 27 Jun | $ 18,360 * |
| SPIRIT OF ST LOUIS, ST. LOUIS (SUS) | PHILADELPHIA INTL, PHILADELPHIA (PHL) | Citation CJ2 | 6 | from Fri, 26 Jun – to Sun, 28 Jun | $ 17,520 * |
| BIRMINGHAM-SHUTTLESWORTH, BIRMINGHAM (BHM) | LESTER B. PEARSON INTL, TORONTO (YYZ) | Citation Ultra | 8 | from Thu, 25 Jun – to Fri, 26 Jun | $ 17,160 * |
| GENERAL MITCHELL INTL, MILWAUKEE (MKE) | MANASSAS REGIONAL, MANASSAS () | Citation CJ4 Gen2 | 9 | from Fri, 26 Jun – to Fri, 26 Jun | $ 15,600 * |
| GENERAL MITCHELL INTL, MILWAUKEE (MKE) | MC GHEE TYSON, KNOXVILLE (TYS) | Citation CJ4 Gen2 | 9 | from Fri, 26 Jun – to Fri, 26 Jun | $ 15,600 * |
*Estimated price before taxes & fees.
When Do Empty Leg Flights Become Available to Chicago?
The empty leg system allows you to take advantage of all the benefits of private aviation with a clear price advantage. Simply put, these are flights made by a jet that returns to the airport after flying another. For example, with us, you can book private jet Chicago empty leg flights at a discount of about 75%.
For example, if the private jet was rented for a one-way flight, it is possible to book empty leg flights from Chicago. It does not matter how many passengers you may have on the plane.
What are the Benefits of Chartering Empty Leg Flights to Chicago?
With empty leg flights to Chicago, you can enjoy all the benefits of VIP service and fly comfortably to your destination. It allows you to focus on work or relax during your flight. Enjoy a cozy atmosphere, gourmet meals, and drinks. Empty Leg flight prices vary by destination. So enjoy a stress-free travel experience. To pick up an Empty Leg flight to/from Chicago, you need to contact our manager in any convenient way.
Airports Serving Chicago
The private jet may land closer to your desired destination than is possible with commercial flights. We offer immediate access to the most extensive inventory of empty leg flights to and from Chicago. Expanding your destination means opening up your itinerary to new destinations that were previously unavailable.
| Chicago Midway International Airport | MDW | On the southwest side of Chicago is one of the busiest airports in the country. |
| Chicago Executive Airport | PWK | PWK is 18 miles from downtown Chicago in Cook County. |
| O’Hare International Airport | ORD | It is 17 miles from the Loop business district. |
| Aurora Municipal Airport | AUZ | AUZ is a public airport 50 miles from downtown Chicago and 8 miles from the city of Aurora. |
| Gary/Chicago International Airport | GYY | It is located 25 miles from the Chicago Loop. |
Empty Leg Private Jet Charter Flights To Chicago
With access to 4,000 aircraft worldwide, Mercury Jets’ empty leg search portal allows users to search for travel routes by custom departure and arrival locations, several passengers, dates and times, and aircraft. In addition, our dedicated charter representatives are available 24/7 to help you search for empty legs. To book a flight or speak to a representative, call us at +1 212 840 8000.