Find Cheap Flights to the Cayman Islands

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In the last 7 days, travellers have searched 41,299,237 times on KAYAK, and here's why:

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Good to know

Low season

November

High season

May
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly and prices are also 14% lower on average.

FAQs - booking Cayman Islands flights

  • How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travellers know whether to wait or book now.

Top tips for finding cheap flights to the Cayman Islands

  • High season is considered to be September, October and November. The cheapest month to fly from New Zealand is November.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Cayman Islands flight deals.

Top airline flying to the Cayman Islands

Need help choosing which airline to fly with from New Zealand to the Cayman Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9048 reviews
8.1Crew
6.7Food
7.1Entertainment
7.7Boarding
7.3Comfort
Airline reviews

Sucks ! All three flights I was on this trip were delayed.

2.0 MediocreAnonymous, Nov 2024DFW - IAD
Read more United Airlines reviews

Sucks ! All three flights I was on this trip were delayed.

Fast checkin with the self serve terminal, good communication at the boarding gate.

There was no USB plug in my section of the plane. So I could not charge my phone. Also, there was no screen to watch movie or anything like that. Wish I had known that in advance, I would’ve brought my iPad.

Made all groups except 2 check despite ample bin space. Inflight WiFi and entertainment didn’t work most of the time.

boarding was uneventful. Snack was pathetic. A tiny fruit bar. Entertainment was limited to just select movies on your own tablet or phone. No live TV. I recently flew Jetblue and they had unlimited snacks and live satellite TV the entire flight. My seat was an exit seat, 20A. It was super uncomfortable. It felt cramped and the middle seat was taken up by a large woman who pushed into my shoulder and arm. Horrible flight.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

This was a 5 hour flight with no entertainment and with a snack being provided (pretzels and fruit bar), which are both high in carbs and sugar. Nuts would have been a better choice.

The entertainment would not work. The comfort of the seats leaves something to be desired, pretty uncomfortable.

Connection coordination with Star Alliance partner could be better. Lots of check in setup was not interlinked between operators.

The free snack options are pretty pitiful for a 2.40h flight.

Everything you need to know for your flight to the Cayman Islands

Cabin class types available on flights to the Cayman Islands

Cabin classes available on flights to the Cayman Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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