Speedy, powerful twin-engine aircraft for families and groups.
Piper Navajo, Cessna 402 or similar
Great value for small groups with light luggage.
Piper Cherokee Six, Cessna 206, Beechcraft Baron or similar
A nice efficient jet option for a small group with a short to medium-range mission.
Cirrus Visionjet, Embraer Phenom, Citation Mustang, Eclipse 500 or similar
Medium-range flights with turbojet speed. Cruise above the weather with high-altitude comfort.
Hawker 400, Citation CJ, Phenom 300 or similar
Your turbo-powered hauler. Fits moderate groups with luggage, including car seats, strollers, bikes, skis, and golf clubs.
Pilatus PC-12, Beechcraft King Air, Piper Meridian, Cessna Conquest, Socata TBM or similar
Many midsize and most "super midsize" jets have transcontinental range for your group of as many as 8 passengers.
Hawker 800, Citation Excel, Learjet 60 or similar
Long range capability with all the comforts for groups as large as a dozen or more.
Gulfstream IV, Challenger 604, Falcon 900 or similar
Book private charter flights from New York City, NY to Chicago, IL. Choose the most convenient airport serving the Chicago area, including Chicago O'hare International Airport (ORD), and Chicago O'hare International Airport (ORD). Pick the private plane best suited for your itinerary: from small piston engine planes, to turboprops, to light jets, midsize, large cabin, and ultra-long range business jets.
Linear Air offers air charter flights to destinations around the world, with a wide range of private planes and business jets available for flights when you want them.
The total private charter cost between New York City to Chicago ranges from $11275 to $31087 for the specified travel dates. The total fare price for the entire charter plane (price per person is based on the number of passengers entered above).
Flight time depends on the aircraft class and model you choose from among single-engine or twin-engine propeller planes, turboprops, and private jets.
The flight distance from New York City to Chicago is 642 miles and flight time ranges from 1h 56m to 4h 13m, based on plane type. If you were to drive from New York City to Chicago, it would take 17 hours 44 minutes to drive 887 miles.
Simply enter your flight search above for destinations in the U.S., Canada, Mexico, Bermuda, the Caribbean and Europe. For more help on flight searches, please see How It Works. Air taxis fly to 10x more airports than airlines. Your search will help you find the closest one to you!
Once you've searched above, select your flight. Choose your aircraft type: luxury jet, business-class turbo-prop, or affordable air taxi: based on number of seats, speed, and non-stop range. And the entire plane is yours!
Share extra seats and receive credit for future plane or jet rental. Simply enter your flight search above, select your flight, continue your purchase, and, as you enter your Billing Address, simply check "I would like to share my extra seat!"