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Cheap Flights to Cayman Islands

Popular destinations in Cayman Islands

Check out popular cities in Cayman Islands and find flights to the cities below.

Search for one-way or return flights to Cayman Islands. Choose from the popular airlines below and book your flight today for as little as $315!

      • Cheapest nonstop
        JFK 11:45 AM
        4h
        Nonstop
        GCM 2:45 PM
        New York - Grand Cayman | Mon, Sep 7 | Cayman Airways
        GCM 6:10 PM
        3h 50m
        Nonstop
        JFK 11:00 PM
        Grand Cayman - New York | Sun, Sep 13 | Cayman Airways
        $315 $2,082
        85% off
        85% off
        $2,082 $315
      • JFK 11:45 AM
        21h 20m
        1 stop
        CYB 8:05 AM
        New York - Cayman Brac | Mon, Sep 7 | Cayman Airways
        CYB 8:25 AM
        13h 35m
        1 stop
        JFK 11:00 PM
        Cayman Brac - New York | Sun, Sep 13 | Cayman Airways
        $470 $2,082
        77% off
        77% off
        $2,082 $470
      • JFK 11:45 AM
        6h 50m
        1 stop
        LYB 5:35 PM
        New York - Little Cayman | Thu, Aug 20 | Cayman Airways
        LYB 11:35 AM
        10h 25m
        1 stop
        JFK 11:00 PM
        Little Cayman - New York | Sun, Aug 23 | Cayman Airways
        $1,499 $2,082
        28% off
        28% off
        $2,082 $1,499
      • SIN 1:00 PM
        17h 25m
        1 stop
        GCM 2:00 PM
        Singapore - Grand Cayman | Wed, Aug 19 | Normal Airline
        GCM 3:00 PM
        6h
        Nonstop
        SIN 4:00 PM
        Grand Cayman - Singapore | Fri, Aug 21 | Normal Airline
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      • Cheapest nonstop
        JFK 11:45 AM
        4h
        Nonstop
        GCM 2:45 PM
        New York - Grand Cayman | Mon, Oct 12 | Cayman Airways
        $134 $1,866
        93% off
        93% off
        $1,866 $134
      • FLR 7:00 AM
        23h 15m
        1 stop
        DZA 7:15 AM
        Florence - Dzaoudzi | Sun, Sep 6 | Vueling Airlines
        DZA 9:20 AM
        27h
        1 stop
        FLR 11:20 AM
        Dzaoudzi - Florence | Fri, Sep 11 | Air Austral
        $1,343 $1,866
        28% off
        28% off
        $1,866 $1,343
      • SIN 1:00 PM
        17h 25m
        1 stop
        GCM 2:00 PM
        Singapore - Grand Cayman | Wed, Aug 19 | Normal Airline
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        Find more flights

Displayed flight fares to Cayman Islands are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Featured airlines flying to Cayman Islands

Cayman Airways logo Cayman Airways
Air Canada logo Air Canada
Copa Airlines logo Copa Airlines
Delta Air Lines logo Delta Air Lines
British Airways logo British Airways
Jetblue Airways logo Jetblue Airways
American Airlines logo American Airlines

When is the Cheapest Time to Fly to Cayman Islands from ?

Check out price trend charts for flights to popular cities in Cayman Islands and discover the best time to book affordable tickets.

  • Grand Cayman
Cheapest flights
From price
Search
  • 16 23
  • 23 30

  • Sep

    30 6
  • 6 13
  • 13 20
  • 20 27

  • Oct

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Nov

    25 1
  • 1 8
This price trend is based on the lowest average fares to popular cities in Cayman Islands over the next 10 weeks on Trip.com.

Important info for flying to Cayman Islands

Cheapest one-way flight price $1,482
Off-season for travel November
Peak season for travel December
Popular airline Cayman Airways
Cheapest month September

FAQ

  • How much is a flight to Cayman Islands?

    The average price of a round-trip flight to Cayman Islands from United States is $262, while a one-way flight costs $93.
  • The cheapest round-trip flight to Cayman Islands from United States is on the route from Shanghai to Grand Cayman, with prices starting at $262 between 2026-08-20 and 2026-08-27.
  • Over the next 3 months, the cheapest city to fly to Cayman Islands from United States is Shanghai, with an average round-trip price of $262.
  • There are direct flights from United States to Cayman Islands. Grand Cayman, and Cayman Brac are all popular destinations in Cayman Islands.
  • Based on Trip.com data, Grand Cayman attracts most tourists in Cayman Islands. Cayman Brac are all popular cities for tourism in Cayman Islands.
  • Seven Mile Beach attracted the most visitors last year, followed by Cayman Islands National Museum, and Cayman Crystal Caves.
  • Cayman Airways are airlines that fly frequently from United States to Cayman Islands. The overall price will vary depending on your destination and travel dates. Budget airlines generally offer lower prices to Cayman Islands, but they may have limited baggage allowance, reduced onboard services, and longer commuting times to secondary airports.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 27 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.