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 – Wed, 02 Jul 2025
| From | To | Aircraft | Seats | Date | Price |
|---|---|---|---|---|---|
| VAN NUYS, VAN NUYS (VNY) | TETERBORO, TETERBORO (TEB) | Gulfstream G-IV | 0 | from Thu, 03 Jul – to Thu, 03 Jul | $ 42,000 * |
| SCOTTSDALE, SCOTTSDALE (SCF) | TETERBORO, TETERBORO (TEB) | Gulfstream G-IVSP | 12 | from Sun, 06 Jul – to Sun, 06 Jul | $ 42,000 * |
| DURANGO-LA PLATA COUNTY, DURANGO (DRO) | TETERBORO, TETERBORO (TEB) | Challenger 604 | 10 | from Sun, 06 Jul – to Thu, 10 Jul | $ 39,600 * |
| VAN NUYS, VAN NUYS (VNY) | TETERBORO, TETERBORO (TEB) | Citation X | 8 | from Fri, 04 Jul – to Fri, 04 Jul | $ 31,200 * |
| SALT LAKE CITY INTL, SALT LAKE CITY (SLC) | TETERBORO, TETERBORO (TEB) | Citation Latitude | 8 | from Thu, 03 Jul – to Fri, 04 Jul | $ 30,000 * |
| OPA-LOCKA EXECUTIVE, MIAMI (OPF) | TETERBORO, TETERBORO (TEB) | Citation X | 8 | from Thu, 03 Jul – to Thu, 03 Jul | $ 24,000 * |
| AUSTIN-BERGSTROM INTL, AUSTIN (AUS) | TETERBORO, TETERBORO (TEB) | Citation XLS Gen 2 | 9 | from Sun, 06 Jul – to Mon, 07 Jul | $ 24,000 * |
| PALM BEACH INTL, WEST PALM BEACH (PBI) | TETERBORO, TETERBORO (TEB) | Citation XLS Gen 2 | 9 | from Thu, 03 Jul – to Fri, 04 Jul | $ 21,600 * |
| CHERRY CAPITAL, TRAVERSE CITY (TVC) | TETERBORO, TETERBORO (TEB) | Citation Excel | 8 | from Fri, 04 Jul – to Fri, 04 Jul | $ 16,800 * |
| CHICAGO MIDWAY INTL, CHICAGO (MDW) | SARASOTA/BRADENTON INTL, SARASOTA/BRADENTON (SRQ) | Hawker 400XP | 8 | from Fri, 04 Jul – to Fri, 04 Jul | $ 14,400 * |
| CHERRY CAPITAL, TRAVERSE CITY (TVC) | TETERBORO, TETERBORO (TEB) | Hawker 800XPi | 6 | from Fri, 04 Jul – to Fri, 04 Jul | $ 14,400 * |
| CHICAGO MIDWAY INTL, CHICAGO (MDW) | ST. PETE-CLEARWATER INTL, ST PETERSBURG-CLEARWATER (PIE) | Learjet 40 | 6 | from Sun, 06 Jul – to Wed, 09 Jul | $ 10,800 * |
| CHICAGO EXECUTIVE, CHICAGO/WHEELING (PWK) | HOLLYWOOD INTL, FORT LAUDERDALE (FLL) | Citation CJ4 Gen2 | 9 | from Fri, 04 Jul – to Fri, 04 Jul | $ 18,000 * |
| CHICAGO EXECUTIVE, CHICAGO/WHEELING (PWK) | HILTON HEAD, HILTON HEAD ISLAND (HHH) | Citation XLS+ | 8 | from Sat, 05 Jul – to Sat, 05 Jul | $ 15,780 * |
| CHICAGO O’HARE INTL, CHICAGO (ORD) | HOLLYWOOD INTL, FORT LAUDERDALE (FLL) | Citation CJ4 Gen2 | 9 | from Sun, 06 Jul – to Sun, 06 Jul | $ 13,200 * |
| CHICAGO EXECUTIVE, CHICAGO/WHEELING (PWK) | GREENVILLE SPARTANBURG, GREER (GSP) | Gulfstream G-150 | 8 | from Sun, 06 Jul – to Sun, 06 Jul | $ 9,720 * |
| FRIEDMAN MEMORIAL, HAILEY (SUN) | NANTUCKET MEMORIAL, NANTUCKET (ACK) | Gulfstream G-IVSP | 14 | from Thu, 03 Jul – to Fri, 04 Jul | $ 42,000 * |
| VAN NUYS, VAN NUYS (VNY) | CAPE COD GATEWAY, HYANNIS (HYA) | Gulfstream G-IVSP | 13 | from Fri, 04 Jul – to Fri, 04 Jul | $ 36,000 * |
| MINNEAPOLIS ST PAUL INTL, MINNEAPOLIS (MSP) | OPA-LOCKA EXECUTIVE, MIAMI (OPF) | Global Express | 0 | from Thu, 03 Jul – to Thu, 03 Jul | $ 30,000 * |
| WILMINGTON INTL, WILMINGTON (ILM) | LAURENCE G HANSCOM FLD, BEDFORD (BED) | Challenger 604 | 12 | from Thu, 03 Jul – to Fri, 04 Jul | $ 24,000 * |
| CHERRY CAPITAL, TRAVERSE CITY (TVC) | OPA-LOCKA EXECUTIVE, MIAMI (OPF) | Citation XLS Gen 2 | 8 | from Thu, 03 Jul – to Fri, 04 Jul | $ 20,400 * |
| CHARLES B. WHEELER DWTN, KANSAS CITY (MKC) | MICHAEL J. SMITH FIELD, BEAUFORT (MRH) | Challenger 3500 | 9 | from Sun, 06 Jul – to Sun, 06 Jul | $ 20,040 * |
| SPIRIT OF ST LOUIS, ST LOUIS (SUS) | NANTUCKET MEMORIAL, NANTUCKET (ACK) | Hawker 750 | 9 | from Sat, 05 Jul – to Sat, 05 Jul | $ 19,800 * |
| SPIRIT OF ST LOUIS, ST LOUIS (SUS) | ST CLAIR COUNTY INTL, PORT HURON (PHN) | Challenger 350 | 10 | from Sun, 06 Jul – to Sun, 06 Jul | $ 16,800 * |
| CHERRY CAPITAL, TRAVERSE CITY (TVC) | HOLLYWOOD INTL, FORT LAUDERDALE (FLL) | Learjet 60 | 7 | from Wed, 02 Jul – to Thu, 03 Jul | $ 16,800 * |
| SPIRIT OF ST LOUIS, ST LOUIS (SUS) | CHERRY CAPITAL, TRAVERSE CITY (TVC) | Hawker 900XP | 9 | from Sun, 06 Jul – to Sun, 06 Jul | $ 14,580 * |
*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.