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
4h 51m
8
5
Long range capability with all the comforts for groups as large as a dozen or more.
Gulfstream IV, Challenger 604, Falcon 900 or similar
4h 25m
10-12
10
Book private charter flights from Chicago, IL to San Juan, PR. Choose the most convenient airport serving the San Juan area, including Luis Munoz Marin International Airport (SJU), and Rafael Hernandez Airport (BQN). 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 Chicago to Puerto Rico ranges from $53149 to $77828 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 Chicago to San Juan is 1803 miles and flight time ranges from 4h 25m to 4h 51m, based on plane type. If you were to drive from Chicago to San Juan, it would take 2 days 1 hour 48 minutes to drive 2490 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!"