Chicago Private Jets

Charter Flights to Chicago and the Midwest

Welcome to Chicago Private Jets, your dedicated partner for private charter flights, aircraft management, and private jet acquisitions/sales in Chicago, Illinois and surrounding areas of the Midwest.


Whether you’re traveling between neighboring Midwestern states or flying across the country in a sleek business jet, our access to thousands of private jets and turboprops places the perfect option right at your fingertips, including Cessnas, Cirruses, Gulfstreams, Challengers, Hawkers, and even VIP airliners for larger parties, business retreats, sports teams and more.

We offer some of the highest safety and service levels in private aviation, and we review third-party safety audits that detail the latest aircraft, operator and pilot reports and luxury concierge service that match the luxury and comfort of your charter flight. Whether you prefer flying in/out of Chicago’s (MDW) Midway, (ORD) O’Hare, (PWK) Executive, or any other Midwestern airport, our brokers will be standing by to help you choose the right aircraft and airport for your Chicago private flight.

Private Jet Charter Chicago

Our team believes we’re only as good as our last flight, which is why we aim to create the best air charter experience for every customer, for every flight. We provided a transparent, consultative experience with new and existing clients alike, and never a high-pressure sales environment. Clients choose to work with us due to the extra care and attention to detail we provide – you’re never just an account number when working with our team.

Our teams number one goal when arranging your Chicago charter flight is the comfort and safety of you and your family, friends or colleagues. That’s why we’ve become a Wyvern-certified broker, one of the highest safety and due diligence accreditation in private aviation, giving clients peace of mind knowing they’re working with a company whose standards meet/exceed those set by the FAA.

While some companies are limited by their fleet size, we’ve built relationships with operators throughout the Midwest and across the country. When flying with us, you’ll gain access to thousands planes based in Illinois and across the county, allowing you to choose the ideal aircraft for your mission.

Contact us for a free charter quote or call us at 1-888-987-JETS (5387). All of our brokers are based in the United States and are available to answer your questions via phone and email 24 hours a day, 7 days a week. We’re committed to arranging outstanding Chicago private flights without cutting corners regarding our clients privacy, safety, or comfort.

Private Jet Destinations

Our services extend beyond the Windy City, arranging flights throughout the states of Illinois, Michigan, Indiana and Wisconsin, to booking private jets anywhere in the world – no request is too big, too small, or too out of the ordinary.

Airports for Charter Flights to Chicago

When flying private to Chicago, you can choose between several airport options ranging from main international hubs such as Midway (MDW) and O’Hare Intl (ORD), to smaller airfields dedicated to business and general aviation like (PWK) Chicago Executive and DuPage Airport (DPA).

Clients can enjoy the added flexibility of choosing the time and date for their trips, and many private jet hubs will feature private FBO terminals for efficient and discrete arrivals/departures. Luxury ground or air transfers are available if needed. Speak to one of our Chicago jet charter brokers to review all of the airport options for your upcoming charter flight.

(KORD, ORD) Chicago O’Hare International
Chicago, Illinois

(KMDW, MDW) Midway International Airport
Chicago, Illinois

(KGYY, GYY) Gary/Chicago International Airport
Gary, Indiana

(KRFD, RFD) Chicago Rockford International
Rockford, Illinois

(KARR, AUZ) Aurora Municipal Airport
Sugar Grove, Illinois

(1C5) Bolingbrook’s Clow International
Bolingbrook, Illinois

(KPWK, PWK) Chicago Executive
Wheeling, Illinois

(KDPA, DPA) DuPage Airport
West Chicago, Illinois

(KLOT, LOT) Lewis University Airport
Romeoville, Illinois

(KUGN, UGN) Waukegan Regional Airport
Waukegan, Illinois

Aircraft for Private Flights to Chicago

Chicago Private Jets offers on-demand access to private planes based at Chicago-area airports and at your nearest airport, complete with competitive rates and the highest levels of safety and service in the industry.


All of the planes we arrange for charter flights are operated by FAR Part 135 or 121 (or foreign equivalent) air carriers, flown by two experienced pilots – you won’t find us using recent flight school graduates to cut costs.

Some of the most popular aircraft rentals for flights to/from Chicago include the smaller props such as the Pilatus PC-12 and King Air’s, light jets such as a Hawker 400, Eclipse 500, and Phenom 300, and business jets like the Citation X and XLS/XLS+, Challenger 600 Series, LearJet’s, Falcon 2000, Global’s, Gulfstream’s, Falcon’s, and more.

After you provide your trip details, our brokers will provide you with the best aircraft options for your trip, allowing you to charter a cost-effective turboprop, a comfortable midsize jet, or the most luxurious, stylish airliner available. Check out our Aircraft Gallery for more details on all of the aircraft available for your charter flight, and speak to one of our brokers if you don’t see your preferred aircraft listed below.

Mid-Size | Super-Mid Size Jets

  • Cessna Citation Excel / XLS
  • Cessna Citation Sovereign
  • Cessna Citation X (10)
  • Challenger 300 / 350
  • Falcon 50 / 50EX
  • Gulfstream G150 / G200 / G280
  • Hawker 700
  • Hawker 800 / 800A / 800XP / 850XPi
  • Hawker 900 / 900XP
  • Hawker 1000 / 4000
  • Lear 55
  • Lear 60 / 60XR
  • Legacy 500

View all Mid-Size and Super Mid-Size Jets 

Large | Heavy Jets

  • Challenger 601
  • Challenger 604 | 605
  • Challenger 850
  • Embraer Lineage 1000
  • Falcon 900 / LX
  • Falcon 2000 / EX / LX / LXS
  • Global 5000
  • Gulfstream G450
  • Gulfstream GIV / G4
  • Gulfstream GIV-SP / G4 SP
  • Lear 70 /75 
  • Legacy 600
  • Legacy 650

View all Heavy | Large Jets

Ultra-Long Range Jets

  • Falcon 5X
  • Falcon 7X
  • Falcon 8X
  • Global Express / XRS
  • Global 6000
  • Global 7000
  • Global 8000
  • Gulfstream GV / G5
  • Gulfstream G550
  • Gulfstream G600
  • Gulfstream G650 / ER

View all Long Range Jets

VIP Jumbo Jet Airliners

  • Airbus ACJ-318 Elite Corporate Jet
  • Airbus ACJ-319 VIP
  • Airbus ACJ-320 VIP
  • Airbus ACJ-321 VIP
  • Boeing Business Jet BBJ / BBJ2 / BBJ3
  • Boeing B-727 VIP
  • Boeing B-737 VIP
  • Boeing B-747 VIP
  • Boeing B-757 VIP
  • Boeing B-787 Dreamliner VIP
  • Bombardier CRJ-200

View all VIP Corporate Airliners

Request a Chicago Jet Charter Quote

Request a Quote or give us a call at 1-888-987-5387 to speak with one of our Chicago Private Jets representatives for your next luxury vacation, business trip, or special event.