Find Private Flights from chicago (ord) to grand cayman (gcm)

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Chicago to Grand Cayman Charter Flights & Private Jets

Light Jet

Medium-range flights with turbojet speed. Cruise above the weather with high-altitude comfort.

Hawker 400, Citation CJ, Phenom 300 or similar


3h 44m

7

4


$ 45,521USD
total for up to 7 travelers
Customize & Book

Midsize Jet

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


3h 54m

8

5


$ 47,903USD
total for up to 8 travelers
Customize & Book

Large Jet

Long range capability with all the comforts for groups as large as a dozen or more.

Gulfstream IV, Challenger 604, Falcon 900 or similar


3h 34m

10-12

10


$ 66,916USD
total for up to 10-12 travelers
Customize & Book

Book private charter flights from Chicago, IL to Grand Cayman, . Choose the most convenient airport serving the Grand Cayman area, including Owen Roberts International Airport (MWCR), and Owen Roberts International Airport (MWCR). 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.

How much does a private flight from Chicago to Grand Cayman cost?

The total private charter cost between Chicago to Cayman Islands ranges from $45521 to $66916 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).

What are Grand Cayman's surrounding cities and towns?

Old Man Bay
Hutland
Newlands
South Town
Red Bay Estate
Pease Bay
Sand Bluff
North Ward
Gun Bay

How long does a flight from Chicago to Grand Cayman take?

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 Grand Cayman is 1403 miles and flight time ranges from 3h 34m to 3h 54m, based on plane type. If you were to drive from Chicago to Grand Cayman, it would take 1 day 14 hours 44 minutes to drive 1937 miles.

Popular Charter Flights for Airports Near Grand Cayman

Easy Booking with Linear Air

1. FIND YOUR AIRPORTS

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!

2. SELECT YOUR PLANE

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!

3. SHARE SEATS & SAVE

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!"

Frequently Asked Questions: Private Flights from Chicago to Grand Cayman

The total private charter flight cost from Chicago to Grand Cayman ranges from $45,521 to $66,916 for the entire aircraft.
Light Jet: $45,521
Midsize Jet: $47,903
Large Jet: $66,916
Flight time depends on the aircraft class you choose from among single-engine or twin-engine propeller planes, turboprops and business jets. The flight distance from Chicago to Grand Cayman is 1937 miles and flight time ranges from 3h 34m to 3h 54m, based on type of plane. If you were to drive from Chicago to Grand Cayman it would take 1 day 14 hours 44 minutes to drive 1937 miles.
Light Jet: 3h 44m
Midsize Jet: 3h 54m
Large Jet: 3h 34m
Fly to Grand Cayman to visit the following cities or towns:
Chicago to Grand Cayman Private Flights

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