Empty Leg Flights to and from Chicago
Looking for great deals on empty leg flights to or from Chicago? Take advantage of private jet savings with one-way and return empty leg flights. Whether you're heading to Chicago (CHI) or departing from it, book your next flight today and enjoy luxurious, cost-effective travel.
Teterboro, Teterboro Airport (TEB), NJ, US
Chicago, Midway International (MDW), IL, US
02.07.2025
Citation X
8


Fort Worth, Meacham International (FTW), TX, US
Chicago, Midway International (MDW), IL, US
03.07.2025
Hawker 400XP
7


Trenton, Mercer (TTN), NJ, US
Chicago, Midway International (MDW), IL, US
05.07.2025
Beechjet 400A
7
Newark, Liberty International (EWR), NJ, US
Chicago, Midway International (MDW), IL, US
06.07.2025
Challenger 300
9


Hailey, Friedman Memorial (SUN), ID, US
Chicago, Executive (PWK), IL, US
08.07.2025
Citation Ultra
8


Jerome, County (JER), ID, US
Chicago, Executive (PWK), IL, US
09.07.2025
Citation Ultra
8


Panama City, Northwest Florida Beaches International (ECP), FL, US
Chicago, Midway International (MDW), IL, US
10.07.2025
Beechjet 400A
7
Van Nuys, Van Nuys Airport (VNY), CA, US
Chicago, Dupage (DPA), IL, US
12.07.2025
Falcon 900B
14
Orlando, Executive (ORL), FL, US
Chicago, Midway International (MDW), IL, US
12.07.2025
Hawker 400XP
8


Denver, Centennial (APA), CO, US
Chicago, Midway International (MDW), IL, US
21.07.2025
Hawker 400XP
7


Brookshire, Houston Executive (TME), TX, US
Chicago, Midway International (MDW), IL, US
22.07.2025
Hawker 400XP
8


Southern Pines, Moore County (SOP), NC, US
Chicago, Midway International (MDW), IL, US
23.07.2025
Hawker 400XP
7


Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
Chicago, Executive (PWK), IL, US
26.07.2025
Gulfstream G-V
16
Clearwater, St Petersburg Clearwater International (PIE), FL, US
Chicago, Midway International (MDW), IL, US
30.07.2025
Learjet 40
6


Chicago, Midway International (MDW), IL, US
Sarasota, Bradenton International (SRQ), FL, US
04.07.2025
Hawker 400XP
7


Chicago, Executive (PWK), IL, US
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
04.07.2025
Citation CJ4 Gen2
8
Chicago, Midway International (MDW), IL, US
Titusville, Space Coast Regional (TIX), FL, US
07.07.2025
Hawker 400XP
8


Chicago, Midway International (MDW), IL, US
Orlando, Executive (ORL), FL, US
07.07.2025
Beechjet 400A
8
Chicago, Executive (PWK), IL, US
Zelienople, Municipal (PJC), PA, US
08.07.2025
Citation XLS
9


Chicago, Midway International (MDW), IL, US
Clearwater, St Petersburg Clearwater International (PIE), FL, US
08.07.2025
Hawker 400XP
8


Chicago, Midway International (MDW), IL, US
Trenton, Mercer (TTN), NJ, US
12.07.2025
Gulfstream G-V
16
Chicago, Midway International (MDW), IL, US
Rock Hill, York Co Bryant field (UZA), SC, US
12.07.2025
Learjet 45
9


Chicago, Midway International (MDW), IL, US
Denver, Centennial (APA), CO, US
15.07.2025
Beechjet 400A
8
Chicago, Midway International (MDW), IL, US
Panama City, Northwest Florida Beaches International (ECP), FL, US
15.07.2025
Beechjet 400A
7
Chicago, Midway International (MDW), IL, US
Wilmington, Wilmington International Airport (ILM), NC, US
17.07.2025
Hawker 400XP
8


Chicago, Midway International (MDW), IL, US
Southern Pines, Moore County (SOP), NC, US
26.07.2025
Hawker 400XP
7


Chicago, Midway International (MDW), IL, US
Brookshire, Houston Executive (TME), TX, US
29.07.2025
Hawker 400XP
8


Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
Chicago, Executive (PWK), IL, US
Gulfstream G-V
14
Nantucket, Memorial (ACK), MA, US
Chicago, Midway International (MDW), IL, US
Hawker 400XP
8


Phoenix, Mesa-Gateway (IWA), AZ, US
Chicago, Executive (PWK), IL, US
Gulfstream G-IVSP
14
Bangor, Bangor International Airport (BGR), ME, US
Chicago, Midway International (MDW), IL, US
Beechjet 400A
8
Phoenix, Mesa-Gateway (IWA), AZ, US
Chicago, Executive (PWK), IL, US
Gulfstream G-IVSP
14
Houston, George Bush Intercontinental Houston (IAH), TX, US
Chicago, Executive (PWK), IL, US
Gulfstream G-IVSP
14
Bozeman, Bozeman Yellowstone Intl (BZN), MT, US
Chicago, Midway International (MDW), IL, US
Learjet 45
9


Hayward, Sawyer County (HYR), WI, US
Chicago, Midway International (MDW), IL, US
Citation X
8


London, Stansted (STN), GB
Chicago, Midway International (MDW), IL, US
Gulfstream G-V
16
Sarasota, Bradenton International (SRQ), FL, US
Chicago, Midway International (MDW), IL, US
Hawker 400XP
8


Hancock, Houghton County Memorial (CMX), MI, US
Chicago, Dupage (DPA), IL, US
Citation X
8


West Palm Beach, Palm Beach International (PBI), FL, US
Chicago, Midway International (MDW), IL, US
Learjet 45
9


Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
Chicago, Dupage (DPA), IL, US
Gulfstream G-V
16
Mount Pleasant, Maury County (MRC), TN, US
Chicago, Executive (PWK), IL, US
Hawker 800XP
8


Denver, Centennial (APA), CO, US
Chicago, Midway International (MDW), IL, US
Beechjet 400A
8
Tampa, Tampa International Airport (TPA), FL, US
Chicago, Midway International (MDW), IL, US
Citation Excel
7
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
Chicago, Midway International (MDW), IL, US
Citation CJ4 Gen2
8
San Diego, San Diego International Airport (SAN), CA, US
Chicago, Midway International (MDW), IL, US
Learjet 45
9


Mankato, Mankato Regional Airport (MKT), MN, US
Gary, Chicago International (GYY), IN, US
Nextant 400XTi
8
Miami, Opa-locka Executive (OPF), FL, US
Chicago, Executive (PWK), IL, US
Citation Sovereign
8


Teterboro, Teterboro Airport (TEB), NJ, US
Chicago, Midway International (MDW), IL, US
Citation Ultra
8


Teterboro, Teterboro Airport (TEB), NJ, US
Chicago, Midway International (MDW), IL, US
Challenger 300
8


New Haven, Tweed New Haven (HVN), CT, US
Chicago, Midway International (MDW), IL, US
Citation Ultra
8


Ames, Municipal (AMW), IA, US
Chicago, Executive (PWK), IL, US
Citation Excel
7
Washington, Dulles International (IAD), DC, US
Gary, Chicago International (GYY), IN, US
Nextant 400XTi
8
Farmingdale, Republic (FRG), NY, US
Chicago, Midway International (MDW), IL, US
Learjet 60
7


White Plains, Westchester County (HPN), NY, US
Chicago, Midway International (MDW), IL, US
Hawker 400XP
7


Columbus, Port Columbus International (CMH), OH, US
Chicago, Executive (PWK), IL, US
Citation CJ
6
Poughkeepsie, Dutchess County (POU), NY, US
Chicago, Midway International (MDW), IL, US
Hawker 400XP
7


Teterboro, Teterboro Airport (TEB), NJ, US
Chicago, Executive (PWK), IL, US
Challenger 604
9


Benefits of Booking Empty Leg Flights in Chicago
Booking an empty leg flight in Chicago can offer numerous benefits to travelers. One major advantage is the potential for significant cost savings. Since these flights are often operated at a lower cost than standard charter flights, passengers can enjoy a more affordable option without compromising on luxury or convenience. Another benefit is flexibility – empty leg flights can provide a flexible schedule that allows travelers to book a flight that suits their needs, even if it's not during peak travel hours. Additionally, these flights often offer a unique and exclusive travel experience, complete with amenities like gourmet catering, comfortable seating, and personalized service.
Statistics and Market Trends in Chicago
A growing demand for private jet travel has led to an increase in empty leg flights in Chicago. According to recent statistics, the number of private flights in the United States has seen a significant surge over the past few years, with Chicago being one of the busiest hubs. In fact, a study by the General Aviation Manufacturers Association found that private jet travel is experiencing steady growth, with many industry experts predicting continued expansion in the coming years. Furthermore, the rise of on-demand charter services and online booking platforms has made it easier for passengers to find and book empty leg flights, further fueling market demand.
How to Find the Best Deals on Empty Leg Flights in Chicago
To find the best deals on empty leg flights in Chicago, travelers can try the following:
- Maintain a flexible schedule and be open to different flight dates and times.
- Use online platforms or apps that specialize in private jet travel, such as JetSmarter or Victor.
- Contact local brokers or charter companies, who often have access to a wider range of empty leg flights.
Popular Routes from Chicago
Some popular empty leg flight routes from Chicago include:
- Chicago to Miami: This route is in high demand due to the city's thriving business community and the popularity of South Florida as a vacation destination.
- Chicago to New York City: As one of the most populous cities in the United States, NYC is a major hub for private jet travel, with many empty leg flights available from Chicago.
- Chicago to Los Angeles: This route is popular among entertainment industry professionals and business travelers looking to access LA's bustling airports and surrounding communities.
Local Airports and Private Jet Terminals in Chicago
In Chicago, there are several local airports and private jet terminals that serve empty leg flights. One notable option is the Pal-Waukee Airport (KPWA), a popular alternative to O'Hare International Airport for private aviation travelers. The airport offers amenities like fuel services, hangar space, and ground transportation, making it an ideal location for those seeking empty leg flights.
Frequently Asked Questions
Are empty leg flights in Chicago always cheaper?
No, empty leg flights in Chicago are not always cheaper. While these flights can offer significant cost savings compared to standard charter flights, prices may still vary depending on factors like the distance of the flight, the type of aircraft, and the level of service required. However, by being flexible with your travel dates and times, you may be able to find a more affordable option.
Can I choose the exact departure time?
While empty leg flights often have fixed schedules due to their unique nature, some brokers or charter companies may offer flexibility in terms of departure time. However, this is not always possible, as the flight's itinerary and schedule are often determined by the original booking. In certain cases, you may be able to negotiate a revised departure time or find alternative flights that better suit your needs.