Find cheap flights to the Cayman Islands

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Good to know

Low season

February

High season

November
Best time to beat the crowds (18% less expensive on average)
Most popular time to fly and prices are also 15% 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 February.
  • 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 9172 reviews
7.3Comfort
8.1Crew
6.7Food
7.7Boarding
7.1Entertainment
Airline reviews

They canceled our flight and left us stranded to figure it out

2.0 MediocreMichael, Nov 2024MSY - ORD
Read more United Airlines reviews

They canceled our flight and left us stranded to figure it out

The food for long haul was poor compared to Singapore airlines economy. Pasta plain with tomato sauce . Singapore airlines give me Hagen dash small ice cream cup it was great. The choices of dinner course Singapore air also much better The crew mostly friendly. The economy seat are as expected.

ANA was great. United was horrible. They bumped us from economy plus to economy and were supposed to contact us for a refund but no luck. We booked the seats 9 months in advance.

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

Ridiculously slow disorganized boarding, ended up 35 min late and people missed connections

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

The flight from Cleveland to Newark was great. The connecting flight wasn’t so good.

The passenger in the row in front of me was listening to a political speech on his phone at full volume with no headphones and it was disturbing all of the passengers around him for several rows. I asked 2 of the flight attendants to speak to this passenger but they only shrugged. It was obvious that they were afraid there might be conflict and would not say anything. I had to take it upon myself to tell the passenger that he needed to turn it off or wear headphones as it was disturbing everyone around him not wearing their own headphones. I was very disappointed in the United flight attendants.

The flight was excellent. The crew was great. The food offerings were very good.

United service is way below par when compared with other airlines like JAL, ANA, or EVA on the same route especially for business class.

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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