Cayman Airways Flights, Tickets and Deals from $262 in 2026

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Cayman Airways destinations

Explore the places you can fly to with Cayman Airways.

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Find the best Cayman Airways flight deals

Looking for a cheap last-minute deal or the best roundtrip flight from United States? If you want to travel with Cayman Airways next month, roundtrip fares start from $267. Find the lowest prices on one-way and roundtrip tickets right here.

George Town.$261 per passenger.Departing Mon, Jun 8, returning Mon, Jun 15.Round-trip flight with Cayman Airways.Outbound direct flight with Cayman Airways departing from Miami International on Mon, Jun 8, arriving in Owen Roberts International.Inbound direct flight with Cayman Airways departing from Owen Roberts International on Mon, Jun 15, arriving in Miami International.Price includes taxes and charges.From $261, select.

Kingston.$488 per passenger.Departing Fri, May 29, returning Mon, Jun 1.Round-trip flight with Cayman Airways.Outbound indirect flight with Cayman Airways, departing from Miami International on Fri, May 29, arriving in Kingston Norman Manley.Inbound indirect flight with Cayman Airways, departing from Kingston Norman Manley on Mon, Jun 1, arriving in Miami International.Price includes taxes and charges.From $488, select.

Havana.$529 per passenger.Departing Fri, Jan 1, returning Fri, Jan 8.Round-trip flight with Cayman Airways.Outbound indirect flight with Cayman Airways, departing from Miami International on Fri, Jan 1, arriving in José Martí International.Inbound indirect flight with Cayman Airways, departing from José Martí International on Fri, Jan 8, arriving in Miami International.Price includes taxes and charges.From $529, select.

Miami.$572 per passenger.Departing Fri, May 29, returning Sun, May 31.Round-trip flight with Cayman Airways.Outbound indirect flight with Cayman Airways, departing from Tampa International on Fri, May 29, arriving in Miami International.Inbound indirect flight with Cayman Airways, departing from Miami International on Sun, May 31, arriving in Tampa International.Price includes taxes and charges.From $572, select.

Panama City.$659 per passenger.Departing Thu, Aug 20, returning Mon, Aug 24.Round-trip flight with Cayman Airways.Outbound indirect flight with Cayman Airways, departing from Miami International on Thu, Aug 20, arriving in Panama City Tocumen International.Inbound indirect flight with Cayman Airways, departing from Panama City Tocumen International on Mon, Aug 24, arriving in Miami International.Price includes taxes and charges.From $659, select.

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Cayman Airways flight information

Best flight deal	$565
Cheapest month to fly	June
Destinations	14
Most popular airport	Owen Roberts International
Average flights per week	169

How to find cheap Cayman Airways flights

Here are a few tips on how to find the best price.

Filter your search by airline

We've compared every online travel agent out there to find the cheapest flight tickets on the web. If Cayman Airways flies to your chosen destination, you'll be able to filter your results to just those operated by them. If not, we'll show you the next-best options, by price or journey length.

Fly from Miami International

Recently, the cheapest Cayman Airways flights have been departing from Miami International. And at the moment, the cheapest route is from Miami International to Owen Roberts International, for $262.

Stay loyal to Cayman Airways

Many popular airlines offer loyalty programs. Each time you fly with them, you'll be awarded air miles or points to spend on later flights. You can also look out for credit cards that allow you perks – like free First Class lounge visits.

Flex your dates for the best Cayman Airways rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly anywhere you like in the world.

Catch your Cayman Airways flight in June

We crunched the flight calendar and found that on average, Cayman Airways prices to the most popular destinations are cheapest in June.

Set up a Price Alert

We'll let you know when the price of your flight goes up or down so you can book when the time is just right. You're even able to watch specific Cayman Airways flights.

Book your Cayman Airways ticket with extra peace of mind

Check to see if Cayman Airways tickets are flexible

Some airlines still offer flexible booking policies. If you bag one of these tickets, you won’t lose out if your flight has to be changed or canceled.

Book spotless stays

Find hotels with sparkling 5/5 cleanliness ratings, or score a room with free cancellation.

Get insured

Choose travel cost protection and take your trip with confidence. With the right travel insurance, you won’t lose out on money if your flights with Cayman Airways are changed or canceled or your trip is cut short.

Finding flights with Cayman Airways: FAQs

Where does Cayman Airways fly to?

Cayman Airways flies directly to 14 destinations globally, including Owen Roberts International, Edward Bodden and Charles Kirkconnell International.

Why use Skyscanner to book Cayman Airways flight tickets?

We compare every price from over 1,200 airlines and travel agents to find you the best. There are no hidden fees, just the lowest fares and best value options for your trip. Want to make sure you have the best experience with Cayman Airways? We rate each airline and travel agent on the service they provide, and remove those who aren't doing the right thing for our travelers.